Unable to install Ruby 2.6.5 on macOS 10.15 Catalina

[bforma]

Hi,

I'm trying to rbenv install 2.6.5 after upgrading from Mojave to Catalina and I am getting the following error(s):

rbenv install
ruby-build: using openssl from homebrew
Downloading ruby-2.6.5.tar.bz2...
-> https://cache.ruby-lang.org/pub/ruby/2.6/ruby-2.6.5.tar.bz2
Installing ruby-2.6.5...
ruby-build: using readline from homebrew

BUILD FAILED (OS X 10.15 using ruby-build 20191004)

Inspect or clean up the working tree at /var/folders/j8/dw62n33d4gl3y2nzr_ky09400000gn/T/ruby-build.20191008094457.36804
Results logged to /var/folders/j8/dw62n33d4gl3y2nzr_ky09400000gn/T/ruby-build.20191008094457.36804.log

Last 10 log lines:
int     sigvec(int, struct sigvec *, struct sigvec *);
                                                   ^
                                                    _Nonnull
190 warnings generated.
190 warnings generated.
216 warnings generated.
190 warnings generated.
216 warnings generated.
190 warnings generated.
221 warnings generated.

Any clue on how to fix this?

[bforma]

This seems to be the culprit: file.c:23:10: fatal error: 'CoreFoundation/CFString.h' file not found

[hsbt]

I could install 2.6.5 with Catalina

‚ùØ rbenv install 2.6.5
ruby-build: using openssl from homebrew
Downloading ruby-2.6.5.tar.bz2...
-> https://cache.ruby-lang.org/pub/ruby/2.6/ruby-2.6.5.tar.bz2
Installing ruby-2.6.5...
ruby-build: using readline from homebrew
Installed ruby-2.6.5 to /Users/hsbt/.local/share/rbenv/versions/2.6.5

Maybe, you need to invoke xcode-select --install again.

[bforma]

@hsbt Thanks for the tip. Tried that and the results are the same :(

[bforma]

I've set CPATH=/Library/Developer/CommandLineTools/SDKs/MacOSX10.15.sdk/usr/include, otherwise there is a complaint that stdio.h cannot be found.

[bforma]

Got it working. Apparently I had an old version (6) of llvm linked via brew (thus also using an old version of clang). brew unlink llvm@6 fixed that. Also needed to unset CPATH.

[mamantoha]

Thanks @bforma . I have the same issue.

Actually unlinking llvm didn't help me.
I completely uninstall all llvm versions via brew. And then it was fixed.

[smorimoto]

@bforma @mamantoha Try this SDKROOT="/Library/Developer/CommandLineTools/SDKs/MacOSX.sdk".

[smorimoto]

I don't think this is a perfect solution, but it works well as a temporary solution.

[joshuapinter]

I had a different error but trying to do the same thing and related to openssl.

The system version of openssl was using libressl and an old one at that. To fix it I had to do the following:

1. Backup your existing openssl:

   $ sudo mv /usr/bin/openssl /usr/bin/openssl-old

   NOTE: You may need to turn off SIP (System Integrity Protection) by booting into Recovery Mode and running csrutil disable. You may also need to re-mount your root drive as writeable with sudo mount -uw /.

2. Install openssl from Brew:

   $ brew install openssl

3. Verify the new version:

   $ openssl version
   OpenSSL 1.0.2t  10 Sep 2019

[smorimoto]

Any solution that requires disabling SIP is a very bad idea. and probably you just need to add the path to the OpenSSL which installed by brew.

[smorimoto]

Bash:

export PATH=$PATH:/usr/local/opt/openssl/bin

Fish:

set -x PATH /usr/local/opt/openssl/bin $PATH

[gnodnooh]

I have the same issue, and I found my case was due to conflictions with anaconda environment. I simply deactivated conda environment in my terminal and re-installed rbenv successfully. If you see error: cannot run C compiled programs, please try $ CC=gcc rbenv install 2.6.x

[joshuapinter]

Any solution that requires disabling SIP is a very bad idea. and probably you just need to add the path to the OpenSSL which installed by brew.

To be clear, you can reenable it after updating openssl by rebooting into recovery mode and using csrutil enable in the Terminal.

export PATH=$PATH:/usr/local/opt/openssl/bin

Do you know if this will use brew's openssl if the system has openssl already?