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Instructions to install on Ruby 2.0.0 on Mac OS X with homebrew
#!/usr/bin/env sh
brew update
brew install rbenv
brew install ruby-build
brew install openssl
CONFIGURE_OPTS=--with-openssl-dir=`brew --prefix openssl` rbenv install 2.0.0-preview1

Great 👍 !

On OS X Mountain Lion, I had to add also --with-gcc=clang to CONFIGURE_OPTS to avoid a compilation error.

byennen commented Nov 9, 2012


lpsBetty commented Apr 5, 2013

hmmm i got the following error, when doing your rbenv command..


Inspect or clean up the working tree at /var/folders/63/6371tP-tEXaPCC4JHxbmNU+++TI/-Tmp-/ruby-build.20130405124859.9988
Results logged to /var/folders/63/6371tP-tEXaPCC4JHxbmNU+++TI/-Tmp-/ruby-build.20130405124859.9988.log

Last 10 log lines:
x openssl-1.0.1e/VMS/TODO
x openssl-1.0.1e/VMS/ucx_shr_decc_log.opt
x openssl-1.0.1e/VMS/ucx_shr_decc.opt
x openssl-1.0.1e/VMS/ucx_shr_vaxc.opt
x openssl-1.0.1e/VMS/
x openssl-1.0.1e/VMS/WISHLIST.TXT
/var/folders/63/6371tP-tEXaPCC4JHxbmNU+++TI/-Tmp-/ruby-build.20130405124859.9988/openssl-1.0.1e /var/folders/63/6371tP-tEXaPCC4JHxbmNU+++TI/-Tmp-/ruby-build.20130405124859.9988 ~
Operating system: i686-apple-darwinDarwin Kernel Version 10.8.0: Tue Jun 7 16:33:36 PDT 2011; root:xnu-1504.15.3~1/RELEASE_I386
Configuring for darwin64-x86_64-cc
Usage: Configure [no- ...] [enable- ...] [experimental- ...] [-Dxxx] [-lxxx] [-Lxxx] [-fxxx] [-Kxxx] [no-hw-xxx|no-hw] [[no-]threads] [[no-]shared] [[no-]zlib|zlib-dynamic] [no-asm] [no-dso] [no-krb5] [sctp] [386] [--prefix=DIR] [--openssldir=OPENSSLDIR] [--with-xxx[=vvv]] [--test-sanity] os/compiler[:flags]

Yes, I got the same error :(

dvliman commented Apr 8, 2013

@lpsBetty @bigardone Ran into same issue just now. You need to install xcode and run it for the first time. Additionally, you want to install xcode command line tools to for "make". Go to apple dev website. You can download it for free.

i already have xcode command line tools installed.. (but not the full xcode)

got the same error when trying to install p195 :(

please tell me if this worked for you:

cbandy commented May 15, 2013


I still had issues. I had to add a few lines to the top of ext/openssl/openssl_missing.h in addition to specifying homebrew installed openssl. Details of what worked for me here:

Here's the command I used for installing for development purposes --

CC=gcc-4.7 RUBY_CONFIGURE_OPTS="--with-openssl-dir=`brew --prefix openssl` --with-readline-dir=`brew --prefix readline` --with-gcc=gcc-4.7 --enable-shared" rbenv install --keep 2.0.0-p195

The -k is for --keep, which I seem to need since I'm developing Ruby C extensions.

I also found it necessary to use CC=gcc-4.7 because otherwise it would ALWAYS insist upon appending this Wshorten-64-to-32 flag, no matter which compiler I was using to build extensions. --with-gcc=gcc-4.7 is insufficient.

Note: This also seems to work with later GCC versions. I've tested with 4.8 and 4.9 also, but it's been a while.

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