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Homebrew, Ruby, and Rails on OS X 10.10

OS X 10.10 Guide

Here's what I did to get things working.

1. Install Xcode 6

Yep, over at:

2. Install the Command Line Tools (CLT) (thanks @thomaslindstrom)

3. Install Homebrew

Copy/pasted from the site:

ruby -e "$(curl -fsSL"

4. Update the brew Script

Open up /usr/local/bin/brew with your favorite editor.

I had to comment out the brew system detection, so that the last 6-7 lines looked like this:

#BREW_SYSTEM=$(uname -s | tr "[:upper:]" "[:lower:]")
#if [ "$BREW_SYSTEM" = "darwin" ]
#    exec "$BREW_LIBRARY_DIRECTORY/brew.rb" "$@"
    exec ruby -W0 "$BREW_LIBRARY_DIRECTORY/brew.rb" "$@"

5. Point Ruby 1.8 at Ruby 2.0

It looks like Homebrew somehow depends on Ruby being in Versions/1.8 (though even Mavericks ships with 2.0). Until Homebrew addresses this, we'll symlink our system version of Ruby to the one Homebrew looks for.

Create the folder:

sudo mkdir -p /System/Library/Frameworks/Ruby.framework/Versions/1.8/usr/bin

Then symlink the binary:

sudo ln -s /usr/bin/ruby /System/Library/Frameworks/Ruby.framework/Versions/1.8/usr/bin/ruby

6. Hack away!

My subsequent brew install commands seemed to work fine (ruby-build, redis, etc...). Along with rbenv, etc.

You'll probably need to install Bundler with gem install bundler if you haven't already.

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scottfister commented Jun 11, 2014

I keep getting this error: /usr/local/Cellar/rbenv/0.4.0/libexec/rbenv-hooks: line 32: cd: ../../../Cellar/rbenv-gem-rehash/1.0.0/etc/rbenv.d/exec: No such file or directory whenever I try to run something like ruby -v. It only occurs when I have if which rbenv > /dev/null; then eval "$(rbenv init -)"; fi in my .bash_profile. I installed with the instructions above and cannot figure this out! Any help is appreciated. Edit: I fixed this issue by doing brew install rbenv-gem-rehash.

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edenchen-zz commented Jun 14, 2014

has anyone got this to work?

getting this error on brew update:

/usr/local/bin/brew: /usr/local/Library/brew.rb: /System/Library/Frameworks/Ruby.framework/Versions/1.8/usr/bin/ruby: bad interpreter: No such file or directory
/usr/local/bin/brew: line 23: /usr/local/Library/brew.rb: Undefined error: 0

getting this error on irb:

/System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/fileutils.rb:245:in mkdir': Permission denied - /Library/Ruby/Gems/2.0.0/extensions/universal-darwin-14 (Errno::EACCES) from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/fileutils.rb:245:infu_mkdir'
from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/fileutils.rb:219:in block (2 levels) in mkdir_p' from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/fileutils.rb:217:inreverse_each'
from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/fileutils.rb:217:in block in mkdir_p' from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/fileutils.rb:203:ineach'
from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/fileutils.rb:203:in mkdir_p' from /Library/Ruby/Site/2.0.0/rubygems/ext/builder.rb:210:inwrite_gem_make_out'
from /Library/Ruby/Site/2.0.0/rubygems/ext/builder.rb:132:in build_error' from /Library/Ruby/Site/2.0.0/rubygems/ext/builder.rb:171:inrescue in build_extension'
from /Library/Ruby/Site/2.0.0/rubygems/ext/builder.rb:156:in build_extension' from /Library/Ruby/Site/2.0.0/rubygems/ext/builder.rb:198:inblock in build_extensions'
from /Library/Ruby/Site/2.0.0/rubygems/ext/builder.rb:195:in each' from /Library/Ruby/Site/2.0.0/rubygems/ext/builder.rb:195:inbuild_extensions'
from /Library/Ruby/Site/2.0.0/rubygems/specification.rb:1436:in block in build_extensions' from /Library/Ruby/Site/2.0.0/rubygems/user_interaction.rb:45:inuse_ui'
from /Library/Ruby/Site/2.0.0/rubygems/specification.rb:1434:in build_extensions' from /Library/Ruby/Site/2.0.0/rubygems/stub_specification.rb:60:inbuild_extensions'
from /Library/Ruby/Site/2.0.0/rubygems/basic_specification.rb:56:in contains_requirable_file?' from /Library/Ruby/Site/2.0.0/rubygems/specification.rb:925:inblock in find_inactive_by_path'
from /Library/Ruby/Site/2.0.0/rubygems/specification.rb:924:in each' from /Library/Ruby/Site/2.0.0/rubygems/specification.rb:924:infind'
from /Library/Ruby/Site/2.0.0/rubygems/specification.rb:924:in find_inactive_by_path' from /Library/Ruby/Site/2.0.0/rubygems.rb:185:intry_activate'
from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb/locale.rb:150:in block in search_file' from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb/locale.rb:158:inblock in each_localized_path'
from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb/locale.rb:167:in each_sublocale' from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb/locale.rb:157:ineach_localized_path'
from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb/locale.rb:145:in search_file' from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb/locale.rb:124:infind'
from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb/locale.rb:108:in load' from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb/locale.rb:32:ininitialize'
from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb/init.rb:114:in new' from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb/init.rb:114:ininit_config'
from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb/init.rb:16:in setup' from /System/Library/Frameworks/Ruby.framework/Versions/2.0/usr/lib/ruby/2.0.0/irb.rb:380:instart'
from /usr/bin/irb:12:in `


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jimbocortes commented Jun 17, 2014

had to do this
CONFIGURE_OPTS="--with-openssl-dir=brew --prefix openssl --with-gcc=clang" rbenv install 2.1.2

or else


Inspect or clean up the working tree at /var/folders/96/06k_d7m11cxf6z245d451_mr0000gn/T/ruby-build.20140617151358.28674
Results logged to /var/folders/96/06k_d7m11cxf6z245d451_mr0000gn/T/ruby-build.20140617151358.28674.log

Last 10 log lines:
checking for gcc-4.2... gcc-4.2
couldn't understand kern.osversion 14.0.0' checking for gcc... (cached) gcc-4.2 checking whether the C compiler works... yes checking for C compiler default output file name... a.out checking for suffix of executables... checking whether we are cross compiling... configure: error: in/var/folders/96/06k_d7m11cxf6z245d451_mr0000gn/T/ruby-build.20140617151358.28674/ruby-2.1.2':
configure: error: cannot run C compiled programs.
If you meant to cross compile, use --host'. Seeconfig.log' for more details

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rkeniger commented Jun 18, 2014

The OpenSSL stuff didn't work for me, but just using CONFIGURE_OPTS="--with-gcc=clang" rbenv install 2.1.1 worked fine. Thanks for the tip.

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danielbayerlein commented Jun 28, 2014

Command Line Tools for OS X Yosemite 10.10

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chrisdelbuck commented Jul 3, 2014

CLT Download link fails for me unless coming directly from

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dja commented Jul 19, 2014

@rkeniger That worked awesomely. Thanks!

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bdcheung commented Jul 25, 2014

@rkeniger Worked for me too, thanks!

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Nikamura commented Aug 7, 2014

You can install CLT tools by entering


in terminal

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philippbosch commented Sep 2, 2014

The OpenSSL configure options in @jimbocortes' comment were f***ed up by the markdown parser, I believe. This worked for me:

CONFIGURE_OPTS="--with-openssl-dir=`brew --prefix openssl` --with-gcc=clang" rbenv install 2.1.2 

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caseyhelbling commented Sep 8, 2014

@philippbosch that worked for me. Thanks!

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ephbaum commented Oct 7, 2014

macbookpro:~ fskirschbaum$ ruby -e "$(curl -fsSL"
Whoops, the Homebrew installer has moved! Please instead run:

ruby -e "$(curl -fsSL"

Also, please ask wherever you got this link from to update it to the above.

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Miladiir commented Oct 9, 2014

@fskirschbaum Homebrew works fine with Yosemite now, even without following this gist.

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pph7 commented Nov 26, 2014

Works for me. Thx!

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dsibiski commented Jan 21, 2015

@philippbosch Thank you so much! After trying tons of different commands and options, this is the only one that finally worked.

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iSevenDays commented Jan 22, 2015

THANKS! Struggled for hours!

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doctorallen commented Mar 10, 2015

I just installed this and it told me to get you to update the curl command for installing homebrew.

ruby -e "$(curl -fsSL"

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HenriqueCarvalho commented Sep 12, 2015

@scottfister, thank so much! You solved my problem that I have been studying it for 3 days.

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