https://git.ruby-lang.org/ruby.git/commit/?id=2df917ed4f

From 2df917ed4facc67eae50266d711ec50335201bc3 Mon Sep 17 00:00:00 2001
From: Kazuki Yamaguchi <k@r...>
Date: Sun, 12 Dec 2021 00:47:35 +0900
Subject: [ruby/openssl] ssl: update test_options_disable_versions

Use the combination of TLS 1.2 and TLS 1.3 instead of TLS 1.1 and TLS
1.2 so that will the test case will be run on latest platforms.

https://github.com/ruby/openssl/commit/e168df0f35
---
 test/openssl/test_ssl.rb | 75 ++++++++++++++++++++++++++----------------------
 1 file changed, 40 insertions(+), 35 deletions(-)

diff --git a/test/openssl/test_ssl.rb b/test/openssl/test_ssl.rb
index 8d4529a4b9a..a7607da0736 100644
--- a/test/openssl/test_ssl.rb
+++ b/test/openssl/test_ssl.rb
@@ -1209,46 +1209,51 @@ class OpenSSL::TestSSL < OpenSSL::SSLTestCase https://github.com/ruby/ruby/blob/trunk/test/openssl/test_ssl.rb#L1209
   end
 
   def test_options_disable_versions
-    # Note: Use of these OP_* flags has been deprecated since OpenSSL 1.1.0.
+    # It's recommended to use SSLContext#{min,max}_version= instead in real
+    # applications. The purpose of this test case is to check that SSL options
+    # are properly propagated to OpenSSL library.
     supported = check_supported_protocol_versions
+    if !defined?(OpenSSL::SSL::TLS1_3_VERSION) ||
+        !supported.include?(OpenSSL::SSL::TLS1_2_VERSION) ||
+        !supported.include?(OpenSSL::SSL::TLS1_3_VERSION) ||
+        !defined?(OpenSSL::SSL::OP_NO_TLSv1_3) # LibreSSL < 3.4
+      pend "this test case requires both TLS 1.2 and TLS 1.3 to be supported " \
+        "and enabled by default"
+    end
 
-    if supported.include?(OpenSSL::SSL::TLS1_1_VERSION) &&
-        supported.include?(OpenSSL::SSL::TLS1_2_VERSION)
-      # Server disables ~ TLS 1.1
-      ctx_proc = proc { |ctx|
-        ctx.options |= OpenSSL::SSL::OP_NO_SSLv2 | OpenSSL::SSL::OP_NO_SSLv3 |
-          OpenSSL::SSL::OP_NO_TLSv1 | OpenSSL::SSL::OP_NO_TLSv1_1
-      }
-      start_server(ctx_proc: ctx_proc, ignore_listener_error: true) { |port|
-        # Client only supports TLS 1.1
-        ctx1 = OpenSSL::SSL::SSLContext.new
-        ctx1.min_version = ctx1.max_version = OpenSSL::SSL::TLS1_1_VERSION
-        assert_handshake_error { server_connect(port, ctx1) { } }
+    # Server disables TLS 1.2 and earlier
+    ctx_proc = proc { |ctx|
+      ctx.options |= OpenSSL::SSL::OP_NO_SSLv2 | OpenSSL::SSL::OP_NO_SSLv3 |
+        OpenSSL::SSL::OP_NO_TLSv1 | OpenSSL::SSL::OP_NO_TLSv1_1 |
+        OpenSSL::SSL::OP_NO_TLSv1_2
+    }
+    start_server(ctx_proc: ctx_proc, ignore_listener_error: true) { |port|
+      # Client only supports TLS 1.2
+      ctx1 = OpenSSL::SSL::SSLContext.new
+      ctx1.min_version = ctx1.max_version = OpenSSL::SSL::TLS1_2_VERSION
+      assert_handshake_error { server_connect(port, ctx1) { } }
 
-        # Client only supports TLS 1.2
-        ctx2 = OpenSSL::SSL::SSLContext.new
-        ctx2.min_version = ctx2.max_version = OpenSSL::SSL::TLS1_2_VERSION
-        assert_nothing_raised { server_connect(port, ctx2) { } }
-      }
+      # Client only supports TLS 1.3
+      ctx2 = OpenSSL::SSL::SSLContext.new
+      ctx2.min_version = ctx2.max_version = OpenSSL::SSL::TLS1_3_VERSION
+      assert_nothing_raised { server_connect(port, ctx2) { } }
+    }
 
-      # Server only supports TLS 1.1
-      ctx_proc = proc { |ctx|
-        ctx.min_version = ctx.max_version = OpenSSL::SSL::TLS1_1_VERSION
-      }
-      start_server(ctx_proc: ctx_proc, ignore_listener_error: true) { |port|
-        # Client disables TLS 1.1
-        ctx1 = OpenSSL::SSL::SSLContext.new
-        ctx1.options |= OpenSSL::SSL::OP_NO_TLSv1_1
-        assert_handshake_error { server_connect(port, ctx1) { } }
+    # Server only supports TLS 1.2
+    ctx_proc = proc { |ctx|
+      ctx.min_version = ctx.max_version = OpenSSL::SSL::TLS1_2_VERSION
+    }
+    start_server(ctx_proc: ctx_proc, ignore_listener_error: true) { |port|
+      # Client doesn't support TLS 1.2
+      ctx1 = OpenSSL::SSL::SSLContext.new
+      ctx1.options |= OpenSSL::SSL::OP_NO_TLSv1_2
+      assert_handshake_error { server_connect(port, ctx1) { } }
 
-        # Client disables TLS 1.2
-        ctx2 = OpenSSL::SSL::SSLContext.new
-        ctx2.options |= OpenSSL::SSL::OP_NO_TLSv1_2
-        assert_nothing_raised { server_connect(port, ctx2) { } }
-      }
-    else
-      pend "TLS 1.1 and TLS 1.2 must be supported; skipping"
-    end
+      # Client supports TLS 1.2 by default
+      ctx2 = OpenSSL::SSL::SSLContext.new
+      ctx2.options |= OpenSSL::SSL::OP_NO_TLSv1_3
+      assert_nothing_raised { server_connect(port, ctx2) { } }
+    }
   end
 
   def test_ssl_methods_constant
-- 
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