gem eventmachine fatal error: 'openssl/ssl.h' file not found

Question

Just installed El Capitan and can't install gem eventmachine 1.0.7. openssl is at 1.0.2a-1. Tried to use --with-ssl-dir but it seems ignored.

Reported it to their github repo as well.

Any suggestions are really appreciated. Thanks.

$ ls /usr/local/Cellar/openssl/1.0.2a-1/include/openssl/ssl.h
/usr/local/Cellar/openssl/1.0.2a-1/include/openssl/ssl.h

$ gem install eventmachine -v '1.0.7' -- --with-ssl-dir=/usr/local/Cellar/openssl/1.0.2a-1/include
/Users/pain/.rbenv/versions/2.1.2/bin/ruby -r ./siteconf20150612-56154-1hsjz2n.rb extconf.rb --with-ssl-dir=/usr/local/Cellar/openssl/1.0.2a-1/include
checking for rb_trap_immediate in ruby.h,rubysig.h... no
checking for rb_thread_blocking_region()... yes
checking for ruby/thread.h... yes
checking for rb_thread_call_without_gvl() in ruby/thread.h... yes
checking for inotify_init() in sys/inotify.h... no
checking for __NR_inotify_init in sys/syscall.h... no
checking for writev() in sys/uio.h... yes
checking for rb_thread_fd_select()... yes
checking for rb_fdset_t in ruby/intern.h... yes
checking for rb_wait_for_single_fd()... yes
checking for rb_enable_interrupt()... no
checking for rb_time_new()... yes
checking for sys/event.h... yes
checking for sys/queue... yes
checking for clock_gettime()... no
checking for gethrtime()... no
creating Makefile

make "DESTDIR=" clean

make "DESTDIR="
compiling binder.cpp
In file included from binder.cpp:20:
./project.h:116:10: fatal error: 'openssl/ssl.h' file not found
#include <openssl/ssl.h>
         ^
1 error generated.
make: *** [binder.o] Error 1

make failed, exit code 2

Solution 1

$ gem install eventmachine -- --with-cppflags=-I/usr/local/opt/openssl/include                                                                                                             
Building native extensions with: '--with-cppflags=-I/usr/local/opt/openssl/include'
This could take a while...
Successfully installed eventmachine-1.0.8
1 gem installed

You can also set up bundler like this but I think that is superficial

bundle config build.eventmachine --with-cppflags=-I/usr/local/opt/openssl/include

Solution 2

When using bundler and homebrew:

$ bundle config build.eventmachine --with-cppflags=-I$(brew --prefix openssl)/include
$ bundle install

Solution 3

brew link --force openssl

Then:

gem install eventmachine

It also fixes:

• gem install taks
• bundle install
• rake and rails tasks

P.S. Probably you'll need to remove and run brew install openssl again

The issue happends because Apple had removed openssl from OSX (in El Captain build)

Solution 4

gem pristine eventmachine -- --with-cppflags=-I/usr/local/opt/openssl/include

pristine removes the old gem and recompiles it.

The cpp flags option allows the compiler to find the openssl headers.

If you prefer to abstract away the cpp flags argument, you can do the following:

PKG_CONFIG_PATH="$(brew --prefix openssl)/lib/pkgconfig"

You can also add the version if you like:

gem pristine eventmachine -v '1.0.4' -- --with-cppflags=-I/usr/local/opt/openssl/include

Solution 5

I was trying to install v 1.0.3 and this worked for me.

gem install eventmachine -v '1.0.3' -- --with-cppflags=-I/usr/local/opt/openssl/include

These discussions were very helpful: https://github.com/eventmachine/eventmachine/issues/602

This assumes the machine already has openssl installed via brew.

View more solutions

Comments

[Ryan Walls]

For me, I had to install openssl first before this worked. e.g. brew install openssl

[Ryan Walls]

For me, I had to install openssl first before this worked. e.g. brew install openssl.

[Colto]

If you have your gems set to a specific directory in your repo, i.e. vendor/bundle then you will want to run the bundle config build.GEMNAME--with-cppflags=-I/usr/local/opt/openssl/includ‌​e. I had to run the same thing with the gem puma so I imagine this is happening for other gems as well.

[justingordon]

see answer with: 'bundle config build.eventmachine --with-cppflags=-I$(brew --prefix openssl)/include' from lloeki. That worked for me. Not this one.

[dtburgess]

This version worked for me to install eventmachine 1.0.3 on top of ruby 2.1.2

[jhedstrom]

This was indeed the fix on El Capitan.

[Abram]

For clarification, what is the order of brew remove/install/link

[itsnikolay]

@Abram In case of brew link --force openssl had no effect. Then do brew uninstall openssl, brew install openssl, brew link --force openssl

[Ryan Bosinger]

This is the answer on a Mac today (El Capitan, 2015-2016). EDIT: Just forcing the brew openssl. I didn't need to specify a version of EventMachine (I was installing Middleman).

[Jagdeep Singh]

This worked for me gem install eventmachine -v 1.0.8 -- --with-cppflags=-I/usr/local/opt/openssl/include on OSX El Capitan 10.11.5

[Sr. Oshiro]

for me after install brew install openssl I have to do brew link openssl --force

[Ricardo Freitas]

why pristine instead of install?

[Marius Butuc]

gem install eventmachine -- --with-cppflags=-I$(brew --prefix openssl)/include

[Dylanthepiguy]

gem install eventmachine -- --with-cppflags=-I/usr/local/opt/openssl/include worked for me.

[Kees Briggs]

Worked for me as well. Good call.

[MaicolBen]

You need a hypen before I/usr/local/opt/openssl/include. It's one character so stackoverflow doesn't let me edit it

[morgler]

Fantastic! This is also the way to go for other gems (e.g. puma) that depend on openssl

[blockloop]

Fixed it @MaicolBen

[Ernesto]

I think this answer is better than the approved one, because since it uses bundle install to perform the actual gem installation, it guarantees you'll install the exact version specified in your bundle. The accepted answer will install the latest version, unless you include the -v x.x.x in the gem install command manually.

[Gerry Gleason]

Unecessarily complicated, why not just set the var: export PKG_CONFIG_PATH=$( brew --prefix openssl )/lib/pkgconfig # now you can install any packages, add to .bashrc, or what you use

[Joe]

Lovely and still works on an M1 MBP and Ruby 3.x.

[komikat]

Worked for me, BigSur 2022.

[Sheikh Faisal Miskhat]

Thanks for this solution! I had the problem with eventmachine 1.2.7 installation and this resolved it.