‘RSA_SSLV23_PADDING’ undeclared (first use in this function); did you mean ‘RSA_NO_PADDING’? While compiling ruby-2.7.1 using asdf

Question

I am getting this issue while compiling ruby-2.7.1 using asdf or rvm.

It is even causing issues in erlang installation as well.

Error could be

generating x86_64-linux-fake.rb
x86_64-linux-fake.rb updated
./miniruby -I./lib -I. -I.ext/common  ./tool/runruby.rb --extout=.ext  -- --disable-gems -r./x86_64-linux-fake ./tool/rbinstall.rb --make="make" --dest-dir="" --extout=".ext" --mflags="" --make-flags="" --data-mode=0644 --prog-mode=0755 --installed-list .installed.list --mantype="doc" --rdoc-output=".ext/rdoc" --html-output=".ext/html"
/tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/core_ext/kernel_require.rb:92:in `require': libssl.so.1.1: cannot open shared object file: No such file or directory - /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/.ext/x86_64-linux/openssl.so (LoadError)
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/core_ext/kernel_require.rb:92:in `require'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/.ext/common/openssl.rb:13:in `<top (required)>'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/core_ext/kernel_require.rb:92:in `require'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/core_ext/kernel_require.rb:92:in `require'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/security.rb:12:in `<top (required)>'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/core_ext/kernel_require.rb:92:in `require'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/core_ext/kernel_require.rb:92:in `require'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/package.rb:44:in `<top (required)>'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/core_ext/kernel_require.rb:92:in `require'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/core_ext/kernel_require.rb:92:in `require'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/installer.rb:11:in `<top (required)>'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/core_ext/kernel_require.rb:92:in `require'
    from /tmp/ruby-build.20220515222647.5893.R2e2fF/ruby-2.7.1/lib/rubygems/core_ext/kernel_require.rb:92:in `require'
    from ./tool/rbinstall.rb:713:in `<module:RbInstall>'
    from ./tool/rbinstall.rb:649:in `<main>'
make: *** [uncommon.mk:373: do-install-all] Error 1

OR

ossl_pkey_rsa.c:877:58: error: ‘RSA_SSLV23_PADDING’ undeclared (first use in this function); did you mean ‘RSA_NO_PADDING’?
  877 | #define DefRSAConst(x) rb_define_const(cRSA, #x, INT2NUM(RSA_##x))
      |                                                          ^~~~
../.././include/ruby/ruby.h:262:33: note: in definition of macro ‘RB_INT2FIX’
  262 | #define RB_INT2FIX(i) (((VALUE)(i))<<1 | RUBY_FIXNUM_FLAG)
      |                                 ^
../.././include/ruby/ruby.h:1609:20: note: in expansion of macro ‘RB_INT2NUM’
 1609 | #define INT2NUM(x) RB_INT2NUM(x)
      |                    ^~~~~~~~~~
ossl_pkey_rsa.c:877:50: note: in expansion of macro ‘INT2NUM’
  877 | #define DefRSAConst(x) rb_define_const(cRSA, #x, INT2NUM(RSA_##x))
      |                                                  ^~~~~~~
ossl_pkey_rsa.c:942:5: note: in expansion of macro ‘DefRSAConst’
  942 |     DefRSAConst(SSLV23_PADDING);
      |     ^~~~~~~~~~~
ossl_pkey_rsa.c:877:58: note: each undeclared identifier is reported only once for each function it appears in
  877 | #define DefRSAConst(x) rb_define_const(cRSA, #x, INT2NUM(RSA_##x))
      |                                                          ^~~~
../.././include/ruby/ruby.h:262:33: note: in definition of macro ‘RB_INT2FIX’
  262 | #define RB_INT2FIX(i) (((VALUE)(i))<<1 | RUBY_FIXNUM_FLAG)
      |                                 ^
../.././include/ruby/ruby.h:1609:20: note: in expansion of macro ‘RB_INT2NUM’
 1609 | #define INT2NUM(x) RB_INT2NUM(x)
      |                    ^~~~~~~~~~
ossl_pkey_rsa.c:877:50: note: in expansion of macro ‘INT2NUM’
  877 | #define DefRSAConst(x) rb_define_const(cRSA, #x, INT2NUM(RSA_##x))
      |                                                  ^~~~~~~
ossl_pkey_rsa.c:942:5: note: in expansion of macro ‘DefRSAConst’
  942 |     DefRSAConst(SSLV23_PADDING);
      |     ^~~~~~~~~~~
ossl_pkey.c: At top level

I tried installing openssl version 1.1 using apt-get but it is not working.

Answer 1

I usually use a solution like this when I encounter openssl issues while compiling Ruby. I prefer not to mess with the OS's installed version if I can help it, and I don't use anything like RVM.

1. Download the latest version ~1.1 of Open SSL:

wget https://www.openssl.org/source/openssl-1.1.1q.tar.gz

2. Extract and configure to install somewhere on your system, then compile and install. In my case it goes in my home dir since I do a lot of Ruby development and ruby is also going in my home dir.

tar xvzf openssl-1.1.1q.tar.gz
cd openssl-1.1.1q
mkdir -p $HOME/lib/openssl
./config --prefix=$HOME/lib/openssl
make
make install

3. Make sure your openssl folder has the proper certs.

cp /etc/ssl/certs/* $HOME/lib/openssl/ssl/certs

4. Compile ruby like so. Remember that this is specific for my own home directory, you could just as easily install this as a systemwide ruby.

tar xvzf ruby-2.7.1.tar.gz
cd ruby-2.7.1
./configure --prefix=$HOME/.rubies/ruby-2.7.1 --with-openssl-dir=$HOME/lib/openssl
make
make install