dyld: Library not loaded: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib

Question

I installed vapor via homebrew and then immediately wanted to jump into a project by executing vapor new Hello but then got the following message back in the terminal:

dyld: Library not loaded: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib
Referenced from: /usr/local/bin/vapor
Reason: image not found
zsh: abort      vapor new Hello

I tried some approaches to fix this like uninstalling and reinstalling openssl via brew but that didn't work . Also tried something I found in the internet but nothing worked. I assume it has something to do with vapor only working with version 1.0.0 but not 1.1.1 and that's what I have. I guess I need to downgrade to 1.0.0 but how'd I do that? I'm on MacOS Catalina if that matters.

Support for OpenSSL 1.1 was added to Vapor: https://github.com/vapor/open-crypto/pull/75 — Michal Cichon, Nov 23 '19 at 11:59
I used this method to fix `/usr/local/bin/wget` (that was exposed by `plenv install-cpanm`) — DouglasDD, Jan 08 '20 at 20:32
Only this manual fix works for me: https://www.programmersought.com/article/30292378091/ — BMW, Jul 27 '20 at 11:24
An [answer](https://superuser.com/a/391716/38941) to a similar question about Postgres and pg_dump may solve this issue too! — Brad Parks, Mar 30 '21 at 15:41

score 1043 · Accepted Answer · edited Aug 31 '21 at 22:51

1043

Update: As of December 2020 and beyond, brew switch does not work, so use the other answer by @angabriel:

brew install rbenv/tap/openssl@1.0
ln -sfn /usr/local/Cellar/openssl@1.0/1.0.2t /usr/local/opt/openssl

Original Answer: Switch to an older openssl package

brew switch openssl 1.0.2s

Or, depending on your exact system configuration, you may need to switch to a different version. Check the output of ls -al /usr/local/Cellar/openssl for the version number to switch to.

brew switch openssl 1.0.2q
# or
brew switch openssl 1.0.2r
# or 
brew switch openssl 1.0.2s
# or
brew switch openssl 1.0.2t
# etc...

edited Aug 31 '21 at 22:51

mmrobins

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answered Dec 04 '19 at 20:38

Taher

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This is the best solution and simplest. Yet Homebrew will remove packages that are deprecated. Not sure when will this solution stop working – tom10271 Dec 19 '19 at 02:33
3

@Leopathu can you elaborate why this should be the approved answer and not the one I approved? If this is the better answer I still can approve it. – Cronay Dec 30 '19 at 12:32
1

This one worked for me because I required a version of openssl which contained libssl.1.0.0.dylib. The latest version of openssl contains libssl.1.1.dylib. – Ishmael7 Dec 31 '19 at 09:33
14

This work for me with a little change the last letter "r" brew switch openssl 1.0.2r on MacOS Catalina – juanitourquiza Jan 09 '20 at 14:42
8

best solution. brew switch openssl 1.0.2t in my case – Gold Chicken Jan 14 '20 at 09:02
2

thank you I can't imagine how much time you must have saved me. My openssl broke after upgrading my Mac to Catalina. – Uncle Long Hair Feb 21 '20 at 20:22
1

I felt like @smokie deserved the upvote for being there first with the right approach vs. all of the other answers that just say which +1 letter version number worked for their exact setup... – squarecandy Apr 21 '20 at 02:31
On my High Sierra 10.13.6 `brew switch openssl 1.0.2t` worked – techturbulence Apr 21 '20 at 17:13
just stopping to say thanks. i had done all sorts of weird stuff trying to get a one off project building and this solved my issues – calebisstupid Apr 27 '20 at 18:18
thankyouthankyouthankyou! worked here with 1.0.2r. On High Sierra. – Salx Apr 28 '20 at 02:49
1

Wow. I thought I was screwed until I found this. Ran a series of commands to install Python/Flask, then all my RSpec tests were failing. Thank you... – michaelsking1993 May 01 '20 at 23:31
`brew switch openssl 1.0.2t` Work for me on "macOS Mojave" – Sebastian Korotkiewicz May 21 '20 at 02:43
Thanks, `brew switch openssl 1.0.2r` fixed my `psql install on OSX (I use PostgresApp). – Petrus Theron May 29 '20 at 09:07
brew switch openssl 1.0.2r works for me, thank you. and 'ls -al /usr/local/Cellar/openssl' is the key. – iwind Jul 03 '20 at 02:15
I don't even fully understand this issue but this worked for me – little tiny man Aug 01 '20 at 00:28
4

I've just begun having problems with brew; and coming here and getting a holistic take on the behaviours... Am I alone in thinking brew is reducing as a valuable project? If it removes deprecated content, and I'm using various systems with dependencies that are merely a couple years old, and dependencies are dropped... If to resolve issues, the solutions require a manual investment in seeking sources and making... kinda makes the value of being a dependency manager moot. I need to talk in a community forum about this issue. – Tom Pace Aug 29 '20 at 15:53
26

What should I do if I don't have any "older" versions installed on my Mac, but just 1.1.1g? – yegor256 Sep 13 '20 at 05:59
I'm getting `Error: openssl not found in the Cellar.` when trying to switch, any ideas? – RaphaelDDL Sep 24 '20 at 23:34
24

When running `ls -al /usr/local/Cellar/openssl` did anyone get `ls: /usr/local/Cellar/openssl: No such file or directory`? – Babbz77 Sep 25 '20 at 21:18
Same here, probably after an upgrade of homebrew it removed it. – Tarantula Sep 30 '20 at 19:56
1

@yegor256 how about `ls -al /usr/local/Cellar/openssl*`? – Soyaine Oct 27 '20 at 08:09
@Soyaine That just gives me the latest 1.1.1g – AlxVallejo Oct 29 '20 at 18:33
i don't think it is a good idea to *downgrade* a security relevant component as this. – Tchakabam Oct 30 '20 at 01:12
Brew on MacOS no longer supports OpenSSL 1.0.X -- you'll need to manually fetch the older brew core from git, checkout the commit, and install the older openSSL libs from there. See https://izziswift.com/openssl-1-0-2m-on-macos/ – Lance Cleveland Dec 17 '20 at 16:03
I have python3.8 that use openssl 1.1 and another virtualenv on python 3.7 that used openssl1.0. While brew install, it must have deleted openssl1.0. If i brew reinstall the old version and use "switch", would it break the python3.8 venv? – kawingkelvin Dec 31 '20 at 22:44
30

"brew switch" is already disabled. So what then? – deyvw Jan 13 '21 at 17:38
7

@deyvw: check out the answer below: ```brew install rbenv/tap/openssl@1.0``` | ```ln -sfn /usr/local/Cellar/openssl@1.0/1.0.2t /usr/local/opt/openssl``` – Bart Jonk Apr 09 '21 at 13:24
5

My (this) answer has become outdated, `brew switch` got disabled, openssl 1.* wouldn't be installed out of the box nowadays. I suggest moving the correct answer to the one below (by @angabiel) – Taher Apr 10 '21 at 15:55
@BartJonk you should pull that out into its own answer, that's the correct approach – Anthony Apr 21 '21 at 14:57
@Bart Jonk I agree with Anthony. That should be in its own answer. In 2021, that's the only thing that worked for me after trying a lot of different approaches – user2233949 Aug 16 '21 at 14:20
When trying to install openssl@1.0 on macOS 12.1 Monterey on a MacBook M1 the make command fails. Does anyone have a solution for that? – Ole Spaarmann Jan 15 '22 at 13:13
On Apple Silicon, Homebrew packages are installed in `/opt/homebrew` and not `/usr/local/opt`. Can create a symlink to it using `sudo ln -sfn /opt/homebrew/opt/openssl@1.1 /usr/local/opt/openssl@1.1` – Pranaya Tomar Apr 21 '23 at 10:48

angabriel · Answer 2 · 2021-02-08T08:47:21.940

243

December 2020 This thread has many answers, but none worked for me.
The top answer also suggests a downgrade:

brew switch ... throws Calling brew switch is disabled!

this worked for me:

brew install rbenv/tap/openssl@1.0
ln -sfn /usr/local/Cellar/openssl@1.0/1.0.2t /usr/local/opt/openssl

found here: https://github.com/kelaberetiv/TagUI/issues/86
(I need to run old mongodb 3.4 on OSX 10.13.x)

edited Feb 08 '21 at 08:47

answered Dec 29 '20 at 15:48

angabriel

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Wow people should look for this, this on the only that helped me!! – Moshe D Jan 04 '21 at 09:16
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`brew install rbenv/tap/openssl@1.0` took forever! But finally a solution that worked for me using macOS Big Sur, thanks @angabriel! – chris Jan 08 '21 at 08:26
Was facing the same issue when running `sudo gem install cocoapods`. This helped, thanks! – Parth Jan 11 '21 at 04:47
6

This solution that worked for me using macOS Big Sur, thanks – chifu lin Jan 14 '21 at 09:30
4

Worked on macOS Mojave fyi, thank you for the workaround! – chompy Jan 17 '21 at 01:13
3

This worked for me on High Sierra with `/usr/local/Cellar/mysql/5.7.20/bin/mysqld` – Frak Feb 08 '21 at 20:32
Worked for me as well! Thank you! – Maurits Feb 12 '21 at 22:01
1

Thank you. I was stuck for 2 days. – tigeruppercut Mar 05 '21 at 20:09
MacOS 11.2.3, worked like a charm, thanks! – Ecuador Apr 05 '21 at 10:17
Hours and hours trying to install cocoapods and I came across this and was hopeful as I too have an M1 with Big Sur but this did not work for me.... I get this: x86_64cpuid.s:273:10: error: unknown token in expression cmpq $0,%rax (with a ^ pointing to the %) – AppDever May 22 '21 at 18:18
Worked in Sept. 2021 on Mojave (the only thing that worked). – Subtonix Sep 26 '21 at 23:04
1

This worked well for Macos Monterey as well :) – Pradeep shyam Feb 01 '22 at 16:06
After searching for a couple of hours to a solution for broken 'heroku pg:psql' on Mac Mojave with Homebrew, this is the only solution that helped. Thank you! – wbr Jun 09 '22 at 22:40

score 100 · Answer 3 · answered Jan 15 '20 at 17:38

100

brew switch openssl 1.0.2s

worked for me on "macOS Mojave", "version 10.14.6".

answered Jan 15 '20 at 17:38

Neeraj Jain

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Thanks my Tableau 2019.10.3 was not opening in Mac OS Mojave and this command helped solve that! – Isaac Philip Feb 03 '20 at 10:00
2

`brew switch openssl 1.0.2p` – Evhz Feb 17 '20 at 23:57
`brew uninstall --ignore-dependencies openssl brew install https://raw.githubusercontent.com/Homebrew/homebrew-core/30fd2b68feb458656c2da2b91e577960b11c42f4/Formula/openssl.rb` – Johhn Sep 02 '20 at 13:59

score 82 · Answer 4 · edited Feb 12 '20 at 08:28

82

Try to use install_name_tool:

sudo install_name_tool -change /usr/local/opt/openssl/lib/libssl.1.0.0.dylib /usr/local/opt/openssl/lib/libssl.1.1.dylib $(which vapor)
sudo install_name_tool -change /usr/local/opt/openssl/lib/libcrypto.1.0.0.dylib /usr/local/opt/openssl/lib/libcrypto.1.1.dylib $(which vapor)

In my case it start working when I used install_name_tool. The order of the parameter is following: old value (incorrect), then new value (where you have your openssl) and the path to vapor (which can be easily get by $(which vapor).

edited Feb 12 '20 at 08:28

musafar006

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answered Nov 23 '19 at 11:56

Michal Cichon

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brew update && brew upgrade will upgrade all packages, it causes **HUGE** problem – tom10271 Dec 19 '19 at 02:30
You know, you are a diamond – Aman Raheja Dec 19 '19 at 07:29
2

yeah please remove `brew upgrade` from the answer @michal-cichon – macool Dec 26 '19 at 14:22
@MichalCichon could you please explain what is the vapor? "which vapor" gives me empty result and command cannot be executed – Zheden Feb 06 '20 at 01:20
2

@Zheden Vapor is a web framework implemented in Swift. Please take a look at the original question in this thread. If you don't know what Vapor is then this thread probably doesn't answer your question. If you use Homebrew to manage your dependencies, try Smokie's answer. – Michal Cichon Feb 06 '20 at 17:09
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Thanks @musafar006. I didn't notice I copied a wrong path in the second command. – Michal Cichon Feb 12 '20 at 08:29
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Why @Cronay is this still the correct answer? can u changed to the most voted ? – Gonzalo Garcia Apr 16 '20 at 21:57
If you make a good argument, I do it. What's bettwr about that answer than this the approved one? I once asked this and nobody answered me, so I left it as it is. – Cronay Apr 16 '20 at 22:19
@Cronay, although the question involved vapor and this answer's approach has solved it for you. I am sure, many others like me, came here after a certain setup stopped working due to an OS upgrade (in my case it was PHP7.2, after upgrading to Catalina, it suddenly stopped working and produced an error like in the title) - which means this question helped many many others - and that is great :) – Taher Apr 21 '20 at 14:23
@Smokie And what technical advantages has the most voted solution in comparison? – Cronay Apr 21 '20 at 14:25
@Cronay, the marked answer solves an issue involving vapor, my answer solves the issue mentioned in the title (not being able to load the openssl library). both are correct answers in my opinion. – Taher Apr 21 '20 at 14:32

score 76 · Answer 5 · answered Apr 07 '20 at 18:26

76

first, list the details of the installed openssl version(or other programs) by:

$ls -al /usr/local/Cellar/openssl*
/usr/local/Cellar/openssl:
total 0
drwxr-xr-x    3 mba  staff    96 Nov 30 17:18 .
drwxrwxr-x  170 mba  admin  5440 Apr  8 02:03 ..
drwxr-xr-x   13 mba  staff   416 Nov 21 03:13 1.0.2t

/usr/local/Cellar/openssl@1.1:
total 0
drwxr-xr-x    4 mba  staff   128 Apr  7 18:35 .
drwxrwxr-x  170 mba  admin  5440 Apr  8 02:03 ..
drwxr-xr-x   14 mba  staff   448 Oct  1  2019 1.1.1d
drwxr-xr-x   14 mba  staff   448 Apr  7 18:35 1.1.1f

as above output, there are only one "right" versions "openssl" in my mac. then, switch to it:

$brew switch openssl 1.0.2t                                 
Cleaning /usr/local/Cellar/openssl/1.0.2t
Opt link created for /usr/local/Cellar/openssl/1.0.2t

answered Apr 07 '20 at 18:26

J.Z

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I spent a whole day installing, reinstalling rails versions, mysql2 gems with various flags and options. This worked like a charm! Thanks mate! – Martynas Jurkus Apr 23 '20 at 08:46
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Thanks so much for this. What shows that 1.0.2t is the "right" version? I have a 1.0.2r and a 1.1.1d and 1.1.1f. – David Mann Jul 06 '20 at 17:41
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`there are only one "right" versions` - what does this mean? How do you tell? – Don't Panic Jul 17 '20 at 11:03

score 59 · Answer 6 · answered Dec 24 '19 at 01:01

59

For MacOS 10.15 Catalina try to install the previous openssl:

brew update && brew upgrade
brew uninstall --ignore-dependencies openssl
brew install https://github.com/tebelorg/Tump/releases/download/v1.0.0/openssl.rb

answered Dec 24 '19 at 01:01

Kiryl Plyashkevich

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Error: Calling Non-checksummed download of openssl formula file from an arbitrary URL is disabled! Use 'brew extract' or 'brew create' and 'brew tap-new' to create a formula file in a tap on GitHub instead. If reporting this issue please do so at (not Homebrew/brew or Homebrew/core): https://github.com/tebelorg/Tump/issues/new – abbood Oct 11 '20 at 14:09
2

To install that GitHub link, we need to downgrade brew. ```cd /usr/local/Homebrew/``` change to version 2.3.0 ```git checkout 2.3.0``` then install ```HOMEBREW_NO_AUTO_UPDATE=1 brew install https://github.com/tebelorg/Tump/releases/download/v1.0.0/openssl.rb``` https://github.com/kelaberetiv/TagUI/issues/635#issuecomment-699482920 – Darwin Harianto Nov 04 '20 at 00:50

score 53 · Answer 7 · answered Feb 07 '20 at 13:18

53

brew switch openssl 1.0.2q

MacOs Catalina Version 10.15 worked for me

answered Feb 07 '20 at 13:18

douxsey

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I had to upgrade and update brew before this worked – ricks Mar 06 '20 at 15:10
Error: openssl not found in the Cellar – AlxVallejo Oct 08 '20 at 21:57
brew search openssl ==> Formulae curl-openssl ✔ glib-openssl openssl@1.1 homebrew/portable-ruby/portable-openssl only 1.1 is available now – abbood Oct 11 '20 at 14:13

score 30 · Answer 8 · edited Dec 12 '19 at 15:06

30

I had the same problem. I solved it by running these 2 commands:

brew uninstall vapor
brew install vapor/tap/vapor

It worked.

edited Dec 12 '19 at 15:06

Keshu R.

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answered Dec 05 '19 at 16:27

Edwardai

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I just upgraded the client tool, not vapor but wget in my case. Which then used a later version of openssl `brew upgrade vapor` – flurdy Jan 24 '20 at 10:42

score 27 · Answer 9 · answered Mar 05 '20 at 00:49

27

brew switch openssl 1.0.2r

it work for me,macOS Mojave, Version 10.14.6

answered Mar 05 '20 at 00:49

Princekin

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It works for me (macOS Catalina, ruby 2.4.1, rails 5.2.2, openssl 1.1.1f). Switched to 1.0.2s. – AntonAL Apr 19 '20 at 15:31
similar works for me on macos high sierra 10.13.6 python3.6 – user3325025 Jul 07 '20 at 14:07

score 26 · Answer 10 · answered Jan 09 '20 at 08:46

26

brew switch openssl 1.0.2t

catalina this is ok.

answered Jan 09 '20 at 08:46

joseph NK

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For me on Catalina this is working: `brew switch openssl 1.0.2j` – Ryzal Yusoff Sep 08 '20 at 12:43

score 23 · Answer 11 · answered Oct 11 '20 at 14:22

23

This is the only thing that worked for me (OSX Catalina 10.15.7)

1- Download the file:

wget https://github.com/tebelorg/Tump/releases/download/v1.0.0/openssl.rb

2 - Run brew with the file downloaded:

brew install openssl.rb

answered Oct 11 '20 at 14:22

abbood

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or `brew tap cartr/qt4 && brew install cartr/qt4/openssl@1.0` – jaynetics Nov 25 '20 at 12:27
this worked for me, nov 2020 using "get https://github.com/tebelorg/Tump/releases/download/v1.0.0/openssl.rb" – Ignacio Nov 25 '20 at 21:25
Worked. Just manually downloaded the file. – Randomtheories Dec 01 '20 at 12:10
just a fyi I tried the wget but got the following dyld: Library not loaded: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib Referenced from: /usr/local/bin/wget Reason: image not found Abort trap: 6 – Tracy McCormick Dec 21 '20 at 21:51

score 19 · Answer 12 · answered Jan 08 '20 at 13:03

19

This worked for me on my mac

brew switch openssl 1.0.2n

answered Jan 08 '20 at 13:03

Sergiy Seletskyy

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`brew switch openssl 1.0.2s` worked for me on Catalina. – Inanc Gumus Apr 26 '20 at 09:46

score 17 · Answer 13 · answered Jul 21 '20 at 18:13

i'll throw in my 2 cents because i didn't see an answer that resolved my issue.

my particular use case, relates to starting a legacy rails application using ruby 2.6.3 with postgres 10.x series.

i'm running macOS 10.13.x high sierra
i update brew almost on a daily basis, and the version of openssl i have is 1.1

haven't started the rails app in several months, needed to perform some maintenance on the app today and, got some lovely ❤ error messages below,

9): Library not loaded: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib (LoadError)
  Referenced from: /usr/local/opt/postgresql/lib/libpq.5.dylib

echo "and"

9): Library not loaded: /usr/local/opt/openssl/lib/libcrypto.1.0.0.dylib (LoadError)
  Referenced from: /usr/local/opt/postgresql/lib/libpq.5.dylib
  Reason: image not found -

the quickest way to work around my particular issue was to create a smylink from the current,

libssl.1.1.dylib
libcrypto.1.1.dylib

create 2 symlinks

cd /usr/local/opt/openssl/lib/
ln -sf libcrypto.1.1.dylib libcrypto.1.0.0.dylib
ln -sf libssl.1.1.dylib libssl.1.0.0.dylib

paths and version numbers are obviously going to change over time so pay attention to the path and version numbers while creating the above symlinks. after the symlinks were created, i am able to start my rails app.

cheers

leaving this here for future me

If this works for you, you should consider yourself lucky. The API between 1.0 and 1.1 was pretty different and most things that depend on 1.1 will not work with 1.0. — Travis Spencer, Sep 03 '20 at 11:16
I think this is the correct solution. I did this a couple of times and it worked. I just forgot about it and end up here. So, just confirming this is a good solution that is future proof. Just make sure you create the exact erring lib version (1.0.0, 1.0.1, or 1.0.2), depending on the error you are getting. — lucasarruda, Oct 30 '20 at 18:21

score 13 · Answer 14 · answered Jul 13 '20 at 15:58

13

brew reinstall openssl

It automatically updates mysql server compatible with openssl. I tried many things, but only this worked for me.

answered Jul 13 '20 at 15:58

Chitransh Gaurav

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This fixed it for me. Thanks. – Joshua Pinter Nov 03 '20 at 18:36
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For all the other solutions, brew seemed to need git (which is what was not working for me). This is the only solution I found that downloads files and installs them without git. – Brad Johnson Aug 30 '21 at 19:43

score 11 · Answer 15 · answered May 14 '20 at 17:38

11

I had a similar issue and running the command below fixed the error for me:

brew update && brew upgrade

answered May 14 '20 at 17:38

B.K

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Simplest solution, openssl was in a correct and up to date version, but the stuff that crashed needed to be updated. – Krzysztof Bociurko Jun 10 '20 at 15:07
Fixed it for me. – FloG Jun 12 '20 at 11:27
saved my bacon! – kthornbloom Jun 25 '20 at 15:21

score 11 · Answer 16 · edited Jul 30 '20 at 00:57

11

I had to downgrade OpenSSL in this way:

brew uninstall --ignore-dependencies openssl
brew install https://raw.githubusercontent.com/Homebrew/homebrew-core/30fd2b68feb458656c2da2b91e577960b11c42f4/Formula/openssl.rb

It was the only solution that worked for me.

edited Jul 30 '20 at 00:57

4b0

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answered Jul 30 '20 at 00:50

Luis Rodriguez

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Calling Installation of openssl from a GitHub commit URL is disabled! Use 'brew extract openssl' to stable tap on GitHub instead. – AlxVallejo Oct 08 '20 at 21:54

score 11 · Answer 17 · edited May 22 '22 at 12:36

11

If anyone is coming for openssl@1.1 issue in MacOS Big Sur,(i.e. Library not loaded: /usr/local/opt/openssl@1.1/lib/libssl.1.1.dylib, here's what solved it for me-

brew install openssl@1.1
ln -s $(brew --prefix)/opt/openssl/lib/libssl.1.1.dylib /usr/local/lib/
ln -s $(brew --prefix)/opt/openssl/lib/libcrypto.1.1.dylib /usr/local/lib

edited May 22 '22 at 12:36

James Hiew

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answered Oct 25 '21 at 15:05

Munim

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To inform newcomers here, this doesn't work on M1 with a arm64 build of `brew` – Ovi Trif Feb 01 '22 at 17:41
Works for me in MacOS Catalina 10.5.5 – fguillen Apr 06 '22 at 10:23

score 10 · Answer 18 · answered Feb 06 '20 at 17:36

10

Proposing brew update && brew upgrade as the solution is not a good answer and, as this error appears in most of the cases due the execution of this...

Switch to the previous version you were using with only: brew switch openssl XXX and that's it.

answered Feb 06 '20 at 17:36

Andreu Boixadera Ayala

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Guys from Google, the actual answer is here. – Tony Dinh Apr 25 '20 at 02:07

score 9 · Answer 19 · answered Feb 03 '20 at 21:56

9

A simple brew update && brew upgrade did the trick for me

answered Feb 03 '20 at 21:56

speedygonzales

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score 8 · Answer 20 · answered Jul 09 '20 at 19:47

8

Mehn this is me in July 7, 2020, after facing this error for 4 hours. This is the only command that worked for me:

brew update && brew upgrade

answered Jul 09 '20 at 19:47

Afolabi Olaoluwa

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This worked for me on August 4th, 2020. As a note, the original, accepted answer had worked for me on July 16th, 2019 but did not work today. – Shane Fontaine Aug 05 '20 at 05:12
This worked for me in October 2020. My project uses Symfony 5 – juanitourquiza Oct 12 '20 at 15:58

score 8 · Answer 21 · answered Sep 08 '20 at 15:32

8

This worked for me:

brew uninstall openssl
brew tap-new $USER/old-openssl
brew extract --version=1.0.2t openssl $USER/old-openssl
brew install openssl@1.0.2t

Source: https://github.com/kelaberetiv/TagUI/issues/635#issuecomment-560138773

answered Sep 08 '20 at 15:32

tkacperek

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That was the only solution that did the trick for me. Additionally, I had to create a link so that Vapor would find it: `ln -s /usr/local/Cellar/openssl@1.0.2t/1.0.2t /usr/local/opt/openssl` – Andreas Ley Sep 27 '20 at 21:21
No available formula or cask with the name "openssl@1.0.2t" – AlxVallejo Oct 08 '20 at 21:49
As Andreas stated, you still have to symlink. But Andreas command is backwards. It should actually read `ln -s /usr/local/opt/openssl /usr/local/Cellar/openssl@1.0.2t/1.0.2t` – lucasarruda Oct 30 '20 at 18:16
This worked for me, but you have to do --ignore-dependencies. – Lucas C. Feijo Dec 01 '20 at 20:33
@LucasC.Feijo can you give the full command with --ignore-dependencies? – iCyborg Feb 18 '21 at 21:35
@iCyborg --ignore-dependencies is a parameter to the brew binary, so you'd call it like `brew install nameOfPackage --ignore-dependencies` – Lucas C. Feijo Mar 03 '21 at 16:16

NinjaDev · Answer 22 · 2020-05-12T14:40:14.193

7

If you are using ruby-2.7.0 on MacOS Catalina 10.15

$ brew reinstall openssl@1.1

or

$ rvm reinstall 2.7.0
$ brew tap --repair
$ brew doctor

edited May 12 '20 at 14:40

answered May 12 '20 at 14:34

NinjaDev

1,228
11
21

this hint saved me hours and hours, great advice for Mac users! – Anna Costalonga Aug 18 '20 at 16:47

score 7 · Answer 23 · answered Jul 12 '20 at 05:44

7

Had this issue when trying to use LastPass CLI via Alfred on my Catalina install.

brew update && brew upgrade fixed the issue.

This is a much better optin than downgrading openssl.

answered Jul 12 '20 at 05:44

Leadoux

71
1
2

This worked for me in October 2020. My project uses Symfony 5 – juanitourquiza Oct 12 '20 at 15:58

score 6 · Answer 24 · answered Jan 15 '20 at 17:39

This might be a problem because of having the older version of brew and installed byobu which require new dependency in order to solve this problem run the following command

brew update && brew upgrade
brew uninstall openssl; brew uninstall openssl; brew install https://github.com/tebelorg/Tump/releases/download/v1.0.0/openssl.rb

score 4 · Answer 25 · answered Oct 11 '21 at 23:13

The above answers didn't work for me. I am on Big Sur 11.6 with Xcode 12.5.1 and the brew keeps giving me an error saying my command line tools are outdated. First step is to update Xcode to 13.0. Restart the machine, and then run the

brew install openssl@1.1

Restart the terminal and now re-run the command which was giving the following error:

dyld: Library not loaded: /usr/local/opt/openssl@1.1/lib/libssl.1.1.dylib

Everything should work fine now, and you will not see the error message anymore.

Greg · Answer 26 · 2020-02-05T02:08:10.103

I had a similar issue and based on this and other comments here's what happened and worked:

➜ brew update && brew upgrade && brew install openssl
remote: Repository not found.
fatal: repository 'https://github.com/Homebrew/homebrew-dupes/' not found
Error: homebrew/homebrew-dupes does not exist! Run `brew untap homebrew/homebrew-dupes` to remove it.
...
➜ brew untap homebrew/homebrew-dupes
➜ brew update && brew upgrade && brew install openssl

This was after working on it for hours, but first time I saw the homebrew-dupes. Not sure how Homebrew knew what to install, but it seemed to install everything from scratch. macOS Catalina, zsh. I think the initial problem came because of Catalina

The error I was getting was:

dlopen(/Users/gscar/.gem/ruby/2.7.0/gems/pg-1.2.2/lib/pg_ext.bundle, 9): Library not loaded: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib (LoadError)
  Referenced from: /usr/local/opt/postgresql/lib/libpq.5.dylib
  Reason: image not found - /Users/gscar/.gem/ruby/2.7.0/gems/pg-1.2.2/lib/pg_ext.bundle

score 3 · Answer 27 · answered Mar 25 '20 at 03:46

If you don't have Homebrew or don't know what is it

/usr/bin/ruby -e "$(curl -fsSL https://raw.githubusercontent.com/Homebrew/install/master/install)"
brew update && brew upgrade
brew uninstall openssl; brew uninstall openssl; brew install https://github.com/tebelorg/Tump/releases/download/v1.0.0/openssl.rb

Or if you already have Homebrew installed

brew update && brew upgrade
brew uninstall openssl; brew uninstall openssl; brew install https://github.com/tebelorg/Tump/releases/download/v1.0.0/openssl.rb

This works for me on Mac 10.15

very good this worked for me.. when all the rest failed..lol thanks — Justin Meskan, Aug 13 '20 at 19:48

score 3 · Answer 28 · answered Jul 20 '20 at 14:35

Above solution didn't work for me.

First run brew doctor. if you see something like

Error: unknown or unsupported macOS version: :mountain_lion

then there are some outdated packages which needs to be removed, mine was
mongodb.

It could be python@2, node@6 or some other package.

uninstall those packages brew uninstall [name] then run brew doctor to verify if everything is ok. Then you can reinstall those packages again after brew update && brew upgrade.

score 3 · Answer 29 · answered Oct 22 '20 at 09:40

Explanation an solution: It seems that you're required to install older openssl version that is no longer exist on current brew repository ( 1.0.2t version ) . In order to solve it you should create a tap and extract an older version ( looking through repository history), after new installation create a link to this version and you're linked to the right version.

brew uninstall --ignore-dependencies openssl
brew tap-new $USER/old-openssl
brew extract --version=1.0.2t openssl $USER/old-openssl
brew install openssl@1.0.2t
ln -s /usr/local/Cellar/openssl@1.0.2t/1.0.2t /usr/local/opt/openssl

Documentation :

Taps (Third-Party Repositories) brew tap adds more repositories to the list of formulae that brew tracks, updates, and installs from. By default, tap assumes that the repositories come from GitHub, but the command isn’t limited to any one location.

 tap-new [options] user/repo
      Generate the template files for a new tap.
      
 --no-git: Don’t initialize a git repository for the tap.
 --pull-label: Label name for pull requests ready to be pulled (default pr-pull).
 --branch: Initialize git repository with the specified branch name (default main).

extract [options] formula tap Look through repository history to find the most recent version of formula and create a copy in tap/Formula/formula@version.rb. If the tap is not installed yet, attempt to install/clone the tap before continuing. To extract a formula from a tap that is not homebrew/core use its fully-qualified form of user/repo/formula.

extract [options] package user/repo
--version: Extract the specified version of formula instead of the most recent.
-f, --force: Overwrite the destination formula if it already exists.

score 2 · Answer 30 · answered Jun 20 '20 at 17:29

2

I ran into a similar error trying to run rails with postgresql. (I found this SO looking for a solution. Homebrew broke alot of things when it switched to open SSL 1.1.1) The above answers did not work for me (Mac 10.14.6). However, the answer found here did:

brew install --upgrade openssl
brew reinstall postgresql

answered Jun 20 '20 at 17:29

Randall Blake

684
2
6
15

3

`invalid option: --upgrade` – AlxVallejo Jun 24 '20 at 17:55
@AlxVallejo brew upgrade openssl – xTomasM Nov 21 '22 at 15:37

score 2 · Answer 31 · answered Jul 06 '20 at 11:49

2

I was able to solve this by upgrading Python 3 via brew

brew upgrade python@3

answered Jul 06 '20 at 11:49

dvdmmc

380
2
7

score 2 · Answer 32 · answered Jul 08 '20 at 07:11

2

This worked for me: brew uninstall openssl; brew uninstall openssl; brew install https://github.com/tebelorg/Tump/releases/download/v1.0.0/openssl.rb

Suggested in this post: https://github.com/kelaberetiv/TagUI/issues/635#issuecomment-560139279

answered Jul 08 '20 at 07:11

Pauls Bebris

399
4
6

score 2 · Answer 33 · answered Aug 30 '20 at 08:32

2

My recommendation is to never lower your openssl lib version for the sake of getting your build to work. Better to download the source code of the required lib and build it against the openssl version you have on your localhost.

I came across this posting while going through the same issue but was not comfortable lowering the openssl version come what may. Finally took the source code and build the app and it worked. I dont know why devs have their old versions of openssl on their boxes and which they build the dist packages and publish against those old version.

answered Aug 30 '20 at 08:32

Jerry

21
1

I agree with your concerns @Jerry and I hit upon what I think may have been a quicker solution than yours using MichalCichon's answer as a starting point. Good idea to rebuild from sources rather than downgrade your openssl lib version, but I'm guessing you know already that can be an extremely time-consuming process. Thanks for posting your answer. – Kevin Ford The Submariner Aug 30 '20 at 18:19

Laure · Answer 34 · 2020-11-04T08:23:00.613

2

I have tried several solutions proposed above without success.

So, I have installed the last ruby version 2.7.2 with rbenv, and upgraded my app.

Then I had a PG::ConnectionBad error.

I ran

brew postgresql-upgrade-database.

And now It’s working fine.

here more details about what I tried.

edited Nov 04 '20 at 08:23

answered Nov 03 '20 at 16:14

Laure

86
4

Please share code with your answer and link at end for reference. want to avoid link-only answers in case that page stops working or changes. – allenski Nov 03 '20 at 17:16
This fixed it for me too, however the first time I ran it it did not. I had to `brew uninstall postgresql@12` then re-run `brew postgresql-upgrade-database` which fixed it. – Chris Edwards Nov 20 '20 at 13:08

score 1 · Answer 35 · answered Apr 05 '20 at 00:18

I ran into this error with mysql (version: 5.6.46_2), Mac (Mojave 10.14.5):

    brew update && brew upgrade
    brew now setup_mysql
    echo ‘export PATH=“/usr/local/opt/mysql56/bin:$PATH”’ >> 
    ~/.bash_profile
    /usr/local/opt/mysql56/bin/mysql.server start

score 1 · Answer 36 · answered May 31 '20 at 16:32

1

I spent a lot of time trying all of the above, and nothing seemed to solve. Then I resorted the reinstalling ruby, and 2 minutes later the problem entirely vanished.

I hope this saves something else some time.

answered May 31 '20 at 16:32

stevec

41,291
27
223
311

score 1 · Answer 37 · answered Aug 30 '20 at 18:14

I found this question after searching for the first line of this error:

dyld: Library not loaded: /opt/local/lib/libcrypto.1.0.0.dylib
  Referenced from: /opt/local/lib/libgssapi_krb5.2.2.dylib
  Reason: image not found
Abort trap: 6

That I saw not from using vapor, but instead, as the result of using ssh and scp and git after upgrading some packages.

I think it's unwise to downgrade most packages as @Smokie and others suggested doing with openssl (especially for security-related packages).

So I generalized the answer posted by @MichalCichon on solving the problem with install_name_tool and that seems to have taken care of my issue (at least for now with ssh and scp; I think I'll be able to use a variant of this solution if the problem comes up again with another executable).

Because it was the non-existent /opt/local/lib/libcrypto.1.0.0.dylib library that was missing, and because I had a /opt/local/lib/libcrypto.1.1.dylib after upgrading, and because ssh and scp were referencing /opt/local/lib/libgssapi_krb5.2.2.dylib in an attempt to find /opt/local/lib/libcrypto.1.0.0.dylib, I just used install_name_tool like this:

$ sudo install_name_tool -change /opt/local/lib/libcrypto.1.0.0.dylib\
/opt/local/lib/libcrypto.1.1.dylib\
/opt/local/lib/libgssapi_krb5.2.2.dylib

Then tried running ssh again. It failed again, but this time with a different error:

dyld: Library not loaded: /opt/local/lib/libcrypto.1.0.0.dylib
  Referenced from: /opt/local/lib/libkrb5.3.3.dylib
  Reason: image not found
Abort trap: 6

So then I did:

$ sudo install_name_tool -change /opt/local/lib/libcrypto.1.0.0.dylib\
/opt/local/lib/libcrypto.1.1.dylib\
/opt/local/lib/libkrb5.3.3.dylib

and tried ssh again. Again it failed, but with yet another different error:

dyld: Library not loaded: /opt/local/lib/libcrypto.1.0.0.dylib
  Referenced from: /opt/local/lib/libk5crypto.3.1.dylib
  Reason: image not found
Abort trap: 6

So then I did:

$ sudo install_name_tool -change /opt/local/lib/libcrypto.1.0.0.dylib\
/opt/local/lib/libcrypto.1.1.dylib\
/opt/local/lib/libk5crypto.3.1.dylib

and tried ssh again. Again it failed, but with yet another different error:

dyld: Library not loaded: /opt/local/lib/libcrypto.1.0.0.dylib
  Referenced from: /opt/local/lib/libkrb5support.1.1.dylib
  Reason: image not found
Abort trap: 6

So then I did:

$ sudo install_name_tool -change /opt/local/lib/libcrypto.1.0.0.dylib\
/opt/local/lib/libcrypto.1.1.dylib\
/opt/local/lib/libkrb5support.1.1.dylib

and tried ssh again. Finally, ssh and scp and git resumed working as expected.

Thank you @MichalCichon for a great answer that I was able to generalize beyond vapor to allow myself to continue using ssh without downgrading my openssl!

score 1 · Answer 38 · answered Mar 08 '21 at 07:38

After trying all your answers, it still did not fix my issue on my Mac Big Sur. I tried on another Mac Big Sur and it worked for me. When try executing which openssl command to determine where is the OpenSSL symlink. It was /usr/bin/openssl, that different from on my PC is /usr/local/bin/openssl.

I realized that there are 2 OpenSSL symlinks on my PC. /usr/local/bin/openssl /usr/bin/openssl

I tried removing the current OpenSSL symlink

rm -rf /usr/local/bin/openssl

And run which openssl again, it pointed to /usr/bin/openssl

After that, openssl command worked for me.

One may break existing apps if they were referencing the deleted link — ivan_onys, Mar 17 '23 at 11:56

score 1 · Answer 39 · answered Mar 28 '21 at 23:32

there is/was no issue with the openssl version. In my case the symlink was missing, so:

sudo ln -s /opt/vagrant/embedded/lib/libssl.1.0.0.dylib /opt/local/lib/libssl.1.0.0.dylib
sudo ln -s /opt/vagrant/embedded/lib/libcrypto.1.0.0.dylib /opt/local/lib/libcrypto.1.0.0.dylib`

did the trick.

score 0 · Answer 40 · answered Jan 08 '23 at 09:04

0

on a macOS 10.9.5 machine with macports 2.8.0:

sudo -s ln -s /opt/local/lib/openssl-1.0/libcrypto.1.0.0.dylib /opt/local/lib/libcrypto.1.0.0.dylib

helped

answered Jan 08 '23 at 09:04

Wolfgang Fahl

15,016
11
93
186

Chakreshwar Sharma · Answer 41 · 2021-05-06T21:23:48.137

-1

I have openssl1.1 installed on my system, but the rails is somehow using the old reference i.e /usr/local/opt/openssl/lib/libssl.1.0.0.dylib (LoadError) but this doesn't exist on my Mojave 14.

I tried the below solutions but no luck:

brew switch openssl 1.0.2t (Error: Unknown command: switch)
reintalling openssl
downgrade the version of openssl to 1.0
Reintalling rvm and ruby

Finally, below solution works:

cp /usr/local/opt/openssl/lib/libssl.1.1.dylib /usr/local/opt/openssl/lib/libssl.1.0.0.dylib
cp /usr/local/opt/openssl/lib/libcrypto.1.1.dylib /usr/local/opt/openssl/lib/libcrypto.1.0.0.dylib

Just copy the new openssl link to the old ones

OR

create the symlinks like below :

ln -sfn /usr/local/Cellar/openssl@1.0/1.0.2t /usr/local/opt/openssl@1.0

edited May 06 '21 at 21:23

answered Mar 07 '21 at 16:45

Chakreshwar Sharma

2,571
1
11
35

Did you read my answer? It states that I also tried `brew switch` and downgrading. "I tried the below solution"... Over time things did change. The accepted answer cannot be not valid forever when not updated. Also creating symlinks is better than copying around systemfiles. – angabriel Mar 08 '21 at 17:10
Downvoted as it is incorrect to use 1.1.1 binaries instead of 1.0: underlying OpenSSL data structures are different and app built w 1.0 won’t work without porting w 1.1.1 – ivan_onys Mar 17 '23 at 11:54

score -2 · Answer 42 · answered Sep 29 '20 at 10:02

-2

Had this error with mysql@5.6

Try to reinstall mysql

brew reinstall mysql@5.6

This will fix

answered Sep 29 '20 at 10:02

Auine

180
1
2
12

dyld: Library not loaded: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib

42 Answers42

If you are using ruby-2.7.0 on MacOS Catalina 10.15

Linked