ruby-install fails when installing ruby 2.6.x and 3.0.x on mac osx 11.6

Question

When running ruby-install, it fails to build. This also reported in rbenv issues ( https://github.com/rbenv/ruby-build/issues/1725 ).

for example when installing ruby 2.6.8

# installing via ruby-install ( https://github.com/postmodern/ruby-install )
ruby-install ruby 2.6.8

it results in the following error

ossl_x509store.c:452:30: note: ')' token is here
    result = rb_funcall(ctx, rb_intern("verify"), 0);
                             ^~~~~~~~~~~~~~~~~~~
../.././include/ruby/ruby.h:1826:56: note: expanded from macro 'rb_intern'
        __extension__ (RUBY_CONST_ID_CACHE((ID), (str))) : \
                                                       ^
../.././include/ruby/ruby.h:2602:20: note: expanded from macro 'rb_funcall'
        rb_funcallv(recv, mid, \
                          ^~~
6 warnings generated.
linking shared-object openssl.bundle
installing default openssl libraries
make[2]: Leaving directory '/Users/xxxxx/src/ruby-2.6.8/ext/openssl'
make[2]: Entering directory '/Users/xxxxx/src/ruby-2.6.8/ext/ripper'
extracting ripper.y from ../.././parse.y
compiling compiler ripper.y
ripper.y:762.9-16: syntax error, unexpected identifier, expecting string
make[2]: *** [Makefile:332: ripper.c] Error 1
make[2]: Leaving directory '/Users/xxxxx/src/ruby-2.6.8/ext/ripper'
make[1]: *** [exts.mk:257: ext/ripper/all] Error 2
make[1]: Leaving directory '/Users/xxxxx/src/ruby-2.6.8'
make: *** [uncommon.mk:286: build-ext] Error 2
!!! Compiling ruby 2.6.8 failed!

Answer 1

I had the same issue when I ran the following command: ruby-install ruby 2.6.8 -- --with-openssl-dir=$(brew --prefix openssl@1.1) .

I updated bison with brew install bison@2.7 and ran export PATH="$(brew --prefix bison@2.7)/bin:$PATH" to fix ripper. Then, re-running the initial ruby command worked!

Answer 2

seems to be complier issue. first ensure that xcode is installed appropriately. In my case, I had it installed prior but you can opt to reinstall to be sure. hope this helps people save time trying to figure out the issue as compiling it takes several minutes.

# check xcode, should yield : /Library/Developer/CommandLineTools
xcode-select -p

# check xcode, should yield : xcode-select version 2384
xcode-select -v

# install xcode-select
xcode-select --install

# reinstall openssl and version 3
brew reinstall openssl@1.1

# install build dependancies
brew install openssl readline libyaml zlib bison bison@2.7

# ensure build is using bison
export PATH="$(brew --prefix bison@2.7)/bin:$PATH"

# set ruby compilation flags
export CFLAGS="-Wno-error=implicit-function-declaration"
export RUBY_CONFIGURE_OPTS="--with-openssl-dir=$(brew --prefix openssl@1.1) --with-readline-dir=$(brew --prefix readline) --with-libyaml-dir=$(brew --prefix libyaml) --with-zlib-dir=$(brew --prefix zlib)"

# install ruby via ruby-install
ruby-install ruby 2.6.8

Answer 3

I can not install any rubies by compiling on Big Sur. I get this:

In file included from /Library/Developer/CommandLineTools/SDKs/MacOSX.sdk/System/Library/Frameworks/Security.framework/Headers/AuthSession.h:32, from /Library/Developer/CommandLineTools/SDKs/MacOSX.sdk/System/Library/Frameworks/Security.framework/Headers/Security.h:42, from random.c:342: /Library/Developer/CommandLineTools/SDKs/MacOSX.sdk/System/Library/Frameworks/Security.framework/Headers/Authorization.h:193:14: error: variably modified 'bytes' at file scope 193 | char bytes[kAuthorizationExternalFormLength]; | ^~~~~ make: *** [random.o] Error 1 !!! Compiling ruby 2.7.4 failed!

Here is my set up on the ruby-install:

xcode-select version 2384

BASERUBY = /usr/local/opt/ruby@2.7/bin/ruby --disable=gems
CC = gcc
LD = ld
LDSHARED = gcc -dynamiclib
CFLAGS = -O2 -fno-tree-dce -fno-optimize-sibling-calls -Wno-error=implicit-function-declaration -pipe
XCFLAGS = -D_FORTIFY_SOURCE=2 -fstack-protector-strong -fno-strict-overflow -fvisibility=hidden -fexcess-precision=standard -DRUBY_EXPORT -fPIE -DCANONICALIZATION_FOR_MATHN -I. -I.ext/include/x86_64-darwin20 -I./include -I. -I./enc/unicode/12.1.0
CPPFLAGS = -I/usr/local/opt/llvm/include -I/usr/local/opt/openssl@1.1/include -I/usr/local/opt/readline/include -I/usr/local/opt/libyaml/include -I/usr/local/opt/gdbm/include -D_XOPEN_SOURCE -D_DARWIN_C_SOURCE -D_DARWIN_UNLIMITED_SELECT -D_REENTRANT
DLDFLAGS = -L/usr/local/opt/bison/lib -Wl,-undefined,dynamic_lookup -Wl,-multiply_defined,suppress -L/usr/local/opt/openssl@1.1/lib -L/usr/local/opt/readline/lib -L/usr/local/opt/libyaml/lib -L/usr/local/opt/gdbm/lib -fstack-protector-strong -pie -framework Security -framework Foundation
SOLIBS = -lpthread -ldl -lobjc
LANG = en_US.UTF-8
LC_ALL =
LC_CTYPE =
MFLAGS =

gcc (Homebrew GCC 11.2.0) 11.2.0

Answer 4

My colleague helped me solving this problem with script below:

#!/usr/bin/env bash

set -e

# ruby-install --latest

OPENSSL_VERSION=1.1
OPENSSL_DIR=/usr/local/opt/openssl@${OPENSSL_VERSION}

function install-ruby-on-mac() {
    PKG_CONFIG_PATH=${OPENSSL_DIR}/lib/pkgconfig \
    ruby-install $(ruby-install-options $1) \
        ruby $1 \
        -- \
        --with-openssl-dir=${OPENSSL_DIR} \
        --with-opt-dir=$(brew --prefix readline) \
        --without-tcl --without-tk
}

install-ruby-on-mac 2.5.8
install-ruby-on-mac 2.6.8
install-ruby-on-mac 2.7.4

Hope it could help someone.

Answer 5

export warnflags=-Wno-error=implicit-function-declaration
export optflags="-w"
rvm install "ruby-2.6.3" --with-out-ext=fiddle

Perform normal installation