The Ruby openssl extension was not compiled. Missing the OpenSSL lib?

[nathany]

rbenv install 2.0.0-p247 fails on Mac OS X 10.8.4 with the error:

The Ruby openssl extension was not compiled. Missing the OpenSSL lib?

I had no problem installing 1.9.3-p448.

Using ruby-build 20130628 via Homebrew.

[kelan]

@nathany I had this issue too, but it's working for me now. There were 2 things I did to try to fix it:

• Update to the latest ruby-build. But, it looks like you already have that.
• Install the rbenv ruby-build plugin into ~/.rbenv/plugins/. Curiously,I didn't have it in that plugin dir before, but still had the rbenv install command available. Maybe rbenv has some built-in install command that's older than the latest plugin, or maybe I had previously installed something somewhere else that it was picking up -- I'm not sure. Either way, getting the latest version of the plugin in that directory seemed to help.

[nathany]

@kelan That's odd. I don't have a ~/.rbenv/plugins/ at all, as I installed/updated both rbenv/ruby-build via Homebrew.

[kelan]

@nathany That's my point. It didn't work when I didn't have the plugin installed, but did after I installed it (as suggested on the ruby-build plugin page) by doing:

$ git clone https://github.com/sstephenson/ruby-build.git ~/.rbenv/plugins/ruby-build

So, try that and see if it helps.

[nathany]

@kelan Thanks for the tip. Since I'm not needing Ruby 2.0 for a few days, I'm going to wait-and-see if the Installing with Homebrew option is made to work. If not, then I'll try the method you described.

[joevandyk]

This is what I'm seeing:

$ git clone https://github.com/sstephenson/ruby-build.git ~/.rbenv/plugins/ruby-build
Cloning into '/Users/joe/.rbenv/plugins/ruby-build'...
remote: Counting objects: 1947, done.
remote: Compressing objects: 100% (1172/1172), done.
remote: Total 1947 (delta 783), reused 1727 (delta 592)
Receiving objects: 100% (1947/1947), 267.44 KiB, done.
Resolving deltas: 100% (783/783), done.


$ ~/.rbenv/plugins/ruby-build/bin/ruby-build 2.0.0-p195 2.0.0-p195
Downloading openssl-1.0.1e.tar.gz...
-> https://www.openssl.org/source/openssl-1.0.1e.tar.gz
Installing openssl-1.0.1e...

BUILD FAILED

Inspect or clean up the working tree at /var/folders/q7/ywcv_w057m1cmpgpjkcl69ym0000gn/T/ruby-build.20130701095203.18386
Results logged to /var/folders/q7/ywcv_w057m1cmpgpjkcl69ym0000gn/T/ruby-build.20130701095203.18386.log

Last 10 log lines:
cp: 2.0.0-p195/openssl/include/openssl/opensslconf.h: No such file or directory
chmod: 2.0.0-p195/openssl/include/openssl/opensslconf.h: No such file or directory
cp: 2.0.0-p195/openssl/include/openssl/ebcdic.h: No such file or directory
chmod: 2.0.0-p195/openssl/include/openssl/ebcdic.h: No such file or directory
cp: 2.0.0-p195/openssl/include/openssl/symhacks.h: No such file or directory
chmod: 2.0.0-p195/openssl/include/openssl/symhacks.h: No such file or directory
cp: 2.0.0-p195/openssl/include/openssl/ossl_typ.h: No such file or directory
chmod: 2.0.0-p195/openssl/include/openssl/ossl_typ.h: No such file or directory
make[1]: *** [install] Error 1
make: *** [install_sw] Error 1

[joevandyk]

Very weird. The above (running ruby-build directly) failed, but this works: rbenv install 2.0.0-p195

[kelan]

@joevandyk Yeah, I wouldn't image that rbenv plugin would affect calling ruby-build directly. When I said "it worked for me", I mean using rbenv install XXX, which also worked for you. So that's good.

That said, I'm not sure why ruby-build directly doesn't work directly. Looks like it's an openssl dependency issue, which maybe the rbenv plugin takes care of for you?

[joevandyk]

My guess is that rbenv install XXX sets up the environment/paths differently (and correctly) than calling ruby-build directly when installing openssl.

[perfectionist]

I just updated ruby-build again and tried rbenv install 2.0.0-p247 and still got error on SSL. I have already installed several other versions of ruby without error:

Versions installed

$ rbenv versions
* system (set by /Users/loeffler/.ruby-version)
  1.9.3-p327
  1.9.3-p429
  1.9.3-p448
  2.0.0-p195

Error message:

$ rbenv install 2.0.0-p247
Downloading ruby-2.0.0-p247.tar.gz...
-> http://ftp.ruby-lang.org/pub/ruby/2.0/ruby-2.0.0-p247.tar.gz
Installing ruby-2.0.0-p247...

BUILD FAILED

Inspect or clean up the working tree at /var/folders/f5/7ch_20911gs9632m4nnk_0m00000gn/T/ruby-build.20130702220834.25051
Results logged to /var/folders/f5/7ch_20911gs9632m4nnk_0m00000gn/T/ruby-build.20130702220834.25051.log

Last 10 log lines:
installing default gems:      /Users/loeffler/.rbenv/versions/2.0.0-p247/lib/ruby/gems/2.0.0 (build_info, cache, doc, gems, specifications)
                          bigdecimal 1.2.0
                          io-console 0.4.2
                          json 1.7.7
                          minitest 4.3.2
                          psych 2.0.0
                          rake 0.9.6
                          rdoc 4.0.0
                          test-unit 2.0.0.0
The Ruby openssl extension was not compiled. Missing the OpenSSL lib?

[nathany]

@perfectionist Same experience here. Did you use homebrew to install both rbenv and ruby-build?

[perfectionist]

I did not use homebrew at all. I had installed it once but was having issues so I uninstalled it several months ago. That was no easy task.

I am wondering if the file ~/.rbenv/plugins/ruby-build/share/ruby-build/2.0.0-p247 should have a different version of openssl.

[perfectionist]

To install rbenv and ruby-install I used git.

[nathany]

Good question. p247 appears to use the same version as p195, and the later installs fine.

[danielb2]

Trying rbenv for the first time. Running into the same problem with openssl missing.

I tried rbenv install ruby-2.0.0-p247 and received the The Ruby openssl extension was not compiled. Missing the OpenSSL lib? message.

openssl was already on the system with macports. I also installed it with homebrew. No avail.

CONFIGURE_OPTS="--with-openssl-dir=brew --prefix openssl" rbenv install 2.0.0-p247 did not solve the problem.

However, CFLAGS='-g -O2' RUBY_CONFIGURE_OPTS=--with-openssl-dir=brew --prefix opensslrbenv install 2.0.0-p247

did solve the problem.

[nathany]

@danielb2 I got the same error with CFLAGS='-g -O2' RUBY_CONFIGURE_OPTS=--with-openssl-dir=/usr/local/Cellar/openssl/1.0.1e rbenv install 2.0.0-p247

[hugobast]

I'm sorry to say this but on macOS 10.12 with latest ruby-build this is still an issue. I brew installed openssl and I still have a hell of a time in making it play nice with rbenv install.

It's really unfortunate but this:

CONFIGURE_OPTS="--with-openssl-dir=`brew --prefix openssl`"

... worked ...

[PascalPixel]

macOS 10.13 High Sierra Beta 2
CONFIGURE_OPTS="--with-openssl-dir=`brew --prefix openssl`" rbenv install 2.3.4
Thank you @hugobast

[menjilx]

@hugobast

Will try your solution as well, I encountered same error during installation as well.

And It works! ;) Thanks.

[dubcl]

Hi, for Debian Stretch and ruby 2.2.3 install:

apt-get install libssl1.0-dev

not libssl-dev, then apply this:

#834 (comment)

[andersonmills]

For macports, this worked for me...

RUBY_CONFIGURE_OPTS="--with-openssl-dir=/opt/local/" rbenv install 2.4.1

[bg-scro]

git clone https://github.com/sstephenson/ruby-build.git ~/.rbenv/plugins/ruby-build worked for me!

Followed that with rbenv install 2.4.0 and everything is hunky-dory.

[zackkenyon]

when I installed rbenv through brew, I got this message

This formula is keg-only, which means it was not symlinked into /usr/local,
because Apple has deprecated use of OpenSSL in favor of its own TLS and crypto libraries.

If you need to have this software first in your PATH run:
  echo 'export PATH="/usr/local/opt/openssl/bin:$PATH"' >> ~/.bash_profile

For compilers to find this software you may need to set:
    LDFLAGS:  -L/usr/local/opt/openssl/lib
    CPPFLAGS: -I/usr/local/opt/openssl/include

have you tried adding these flags to rbenv install?

[gregorvand]

using RUBY_CONFIGURE_OPTS=--with-openssl-dir=/usr/local/Cellar/openssl/[latest version] rbenv install [version] worked for me finally..

[wmpeng]

using RUBY_CONFIGURE_OPTS=--with-openssl-dir=/usr/local/Cellar/openssl/[latest version] rbenv install [version] worked for me finally..

Works for me. macOS 10.14.6

[TorvaldsDB]

using RUBY_CONFIGURE_OPTS=--with-openssl-dir=/usr/local/Cellar/openssl/[latest version] rbenv install [version] worked for me finally..

First, thank you so much. I failed at the beginning because I copied the commands above guys' . You help me out of the trouble.

Here the exactly what we should do:

# look into your real openssl version, as for me is `1.0.2s`
ls /usr/local/Cellar/openssl/
# then to confirm the ruby version you need, as for me is `2.3.3`
# implement the command
RUBY_CONFIGURE_OPTS=--with-openssl-dir=/usr/local/Cellar/openssl/1.0.2s rbenv install 2.3.3

God bless you.

[garydamm]

I was having this issue with OSX 10.15.3. The version of openssl that homebrew installed was 1.1 and I was trying to install ruby 2.3.8, which did not work.

I eventually got it to work using openssl version 1.0.2.

RUBY_CONFIGURE_OPTS=--with-openssl-dir=/usr/local/Cellar/openssl/1.0.2 rbenv install 2.3.8

[MilanVilov]

I had this issue and official rbenv documentation as well as installation of a new version of ruby (2.7.1) solved it.
https://github.com/rbenv/ruby-build/wiki#updating-ruby-build

[tom-barone]

Had the same issue trying to install ruby 3.2.2 on Ubuntu 22.04.2. Fixed it by adding:

deb http://security.ubuntu.com/ubuntu focal-security main to /etc/apt/sources.list and running

sudo apt update && sudo apt-get install libssl1.1