From: "thomthom (Thomas Thomassen)" <noreply@...>
Date: 2022-11-10T12:02:25+00:00
Subject: [ruby-core:110681] [Ruby master Bug#19115] OpenSSL fails to autoload (macOS)

Issue #19115 has been updated by thomthom (Thomas Thomassen).


After looking into this closer, `autoload` has been broken with this config at least back to Ruby 2.5 (Did test anything older).

What caused us to detect this in Ruby 3.1 was that RubyGems was using `autoload` for OpenSSL where it previously use `require`. We've avoided noticing this bug by happenstance and now it's finally bitten us.

Strangely, I've not been able to reproduce this with any autoload..

```
# foo.rb
puts 'foo.rb loaded'
module Foo; end
```

```
autoload(:Foo, 'C:/Users/tthomas2/Desktop/foo')
=> nil

p defined?(Foo)
"constant"
=> "constant"

Foo
foo.rb loaded
=> Foo
```

That works.

But not `OpenSSL`, like `Gem` is using it. Similarly, the example in https://bugs.ruby-lang.org/issues/18876#note-4 that was using Ripper:

```
autoload(:Ripper, "ripper"); p defined?(Ripper)
nil
=> nil
```

I'm not sure why some `autoload` fails, while some doesn't. 

----------------------------------------
Bug #19115: OpenSSL fails to autoload (macOS)
https://bugs.ruby-lang.org/issues/19115#change-100024

* Author: thomthom (Thomas Thomassen)
* Status: Open
* Priority: Normal
* ruby -v: 3.1.2, 3.2.0dev
* Backport: 2.7: UNKNOWN, 3.0: UNKNOWN, 3.1: UNKNOWN
----------------------------------------
Related discussion: https://bugs.ruby-lang.org/issues/18876

We are seeing OpenSSL failing to autoload with the Ruby build we've been using. (We first observed this when using `Gem.install` that relies on autoload of OpenSSL). Our last working build was Ruby 2.7.2 with similar config.

This causes RubyGems' `HAVE_OPENSSL` constant to be incorrectly initialized, and subsequent calls to `Gem.install` fails. There might be other scenarios that fail as a result of that, but we've not managed to identified that.

```
 module Gem
   HAVE_OPENSSL = defined? OpenSSL::SSL # :nodoc:
```

Our Ruby 3.1.2 config:

```
'--prefix=/Users/user/.conan/data/ruby/3.1.2/sketchup/stable/build/bd95825b99dcb274d0e577fbdc953653a9ea0fb9' 
'--with-openssl-dir=/Users/user/.conan/data/openssl/1.1.1q/sketchup/stable/package/93ae0b0e7eebe0611c04d3e0d9bbf49fbce92332' 
'--with-libyaml-dir=/Users/user/.conan/data/libyaml/0.2.5/sketchup/stable/package/a56a950abed2e10dbdc26845400f0a034d97c454' 
'--disable-install-doc' 
'--disable-install-rdoc' 
'--enable-shared' 
'--enable-load-relative' 
'--with-static-linked-ext' 
'--without-debug' 
'--without-gdbm' 
'--without-gettext' 
'--without-irb' 
'--without-mkmf' 
'--without-rdoc' 
'--without-readline' 
'--without-tk' 
'--bindir=${prefix}/bin' 
'--sbindir=${prefix}/bin' 
'--libexecdir=${prefix}/bin' 
'--libdir=${prefix}/lib' 
'--includedir=${prefix}/include' 
'--oldincludedir=${prefix}/include' 
'--datarootdir=${prefix}/share' 'cflags=-mmacosx-version-min=10.14 -fdeclspec' 'cxxflags=-mmacosx-version-min=10.14 -fdeclspec' 'LDFLAGS=-mmacosx-version-min=10.14 -fdeclspec'
```

We also tested with latest build from master (November 8th 2022):

```
./ruby -ve 'p RbConfig::CONFIG["configure_args"]'
ruby 3.2.0dev (2022-11-07T19:35:21Z master b14f133054) [x86_64-darwin20]
" '--prefix=/Users/vmehta/ruby/ruby-master/' '--with-openssl-dir=/Users/vmehta/.conan/data/openssl/1.1.1q/sketchup/stable/package/f2d937af1fa19d5fc4095849a65d1927e9e75ae7/' '--with-libyaml-dir=/Users/vmehta/.conan/data/libyaml/0.2.5/sketchup/stable/package/3fc084e254210603a5c5aece184b2d45e2509b30' '--disable-install-doc' '--disable-install-rdoc' '--enable-shared' '--enable-load-relative' '--with-static-linked-ext' '--without-debug' '--without-gdbm' '--without-gettext' '--without-irb' '--without-mkmf' '--without-rdoc' '--without-readline' '--without-tk'"
```

Using an RVM of Ruby 3.1.2 this appear to work as expected. But using out configuration, that we've used for the Ruby 2.x versions are now failing. We haven't been able to figure out the reason for this.



-- 
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