Issue #12558 has been updated by Kazuki Yamaguchi.

Description updated

FWIW, it looks like there was Net::HTTP#enable_post_connection_check option (r13499, 2007-09-23), but it was removed soon afterward (r13648, 2007-10-07).

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Bug #12558: Ruby does not support alternative server name in SSL connection
https://bugs.ruby-lang.org/issues/12558#change-59523

* Author: gang shen
* Status: Open
* Priority: Normal
* Assignee: 
* ruby -v: 
* Backport: 2.1: UNKNOWN, 2.2: UNKNOWN, 2.3: UNKNOWN
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In server keystore file, it specifies Owner like Owner: CN=default.server. When used SSL connection to connect to the server, it reported a error #<OpenSSL::SSL::SSLError: hostname "xxx.xx.xxx.xxx" does not match the server certificate>. I checked the ruby code and found that it seemed Ruby did not support this scenario when an Owner is specified in keystore file and its value is not the server real hostname or IP address. 

First, lets have a look at the error message and call stacks

~~~
(Time: 2016-07-06 09:33:51 +0800)(PID: 30558)(LVL: ERROR) -: Failed to POST data due to error: #<OpenSSL::SSL::SSLError: hostname "xxx.xx.xxx.xxx" does not match the server certificate>
(Time: 2016-07-06 09:33:51 +0800)(PID: 30558)(LVL: ERROR) -: Trace: ["/usr/local/ruby/lib/ruby/site_ruby/2.1.0/openssl/ssl.rb:139:in `post_connection_check'", "/usr/local/ruby/lib/ruby/2.1.0/net/http.rb:922:in `connect'", "/usr/local/ruby/lib/ruby/2.1.0/net/http.rb:863 
~~~

From code /usr/local/ruby/lib/ruby/2.1.0/net/http.rb:922
it calls s.post_connection_check(@address) function which raise the error I mentioned. This function takes @address as the parameters which is passed by initialize function as below. From the description of the initialize function, the address should be a DNS hostname or IP address.

    # Creates a new Net::HTTP object for the specified server address,
    # without opening the TCP connection or initializing the HTTP session.
    # The +address+ should be a DNS hostname or IP address.
    def initialize(address, port = nil)
      @address = address


/usr/local/ruby/lib/ruby/2.1.0/net/http.rb:922

      if use_ssl?
        begin
          if proxy?
            buf = "CONNECT #{@address}:#{@port} HTTP/#{HTTPVersion}\r\n"
            buf << "Host: #{@address}:#{@port}\r\n"
            if proxy_user
              credential = ["#{proxy_user}:#{proxy_pass}"].pack('m')
              credential.delete!("\r\n")
              buf << "Proxy-Authorization: Basic #{credential}\r\n"
            end
            buf << "\r\n"
            @socket.write(buf)
            HTTPResponse.read_new(@socket).value
          end
          s.session = @ssl_session if @ssl_session
          # Server Name Indication (SNI) RFC 3546
          s.hostname = @address if s.respond_to? :hostname=
          Timeout.timeout(@open_timeout, Net::OpenTimeout) { s.connect }
          if @ssl_context.verify_mode != OpenSSL::SSL::VERIFY_NONE
            s.post_connection_check(@address)
          end
          @ssl_session = s.session
        rescue => exception
          D "Conn close because of connect error #{exception}"
          @socket.close if @socket and not @socket.closed?
          raise exception
        end
      end
      on_connect
    end

Then take a look at s.post_connection_check(@address) function in /usr/local/ruby/lib/ruby/site_ruby/2.1.0/openssl/ssl.rb,

      def post_connection_check(hostname)
        unless OpenSSL::SSL.verify_certificate_identity(peer_cert, hostname)
          raise SSLError, "hostname \"#{hostname}\" does not match the server certificate"
        end
        return true
      end


it calls verify_certificate_identity(peer_cert, hostname) as below:

    def verify_certificate_identity(cert, hostname)
      should_verify_common_name = true
      cert.extensions.each{|ext|
        next if ext.oid != "subjectAltName"
        ostr = OpenSSL::ASN1.decode(ext.to_der).value.last
        sequence = OpenSSL::ASN1.decode(ostr.value)
        sequence.value.each{|san|
          case san.tag
          when 2 # dNSName in GeneralName (RFC5280)
            should_verify_common_name = false
            reg = Regexp.escape(san.value).gsub(/\\\*/, "[^.]+")
            return true if /\A#{reg}\z/i =~ hostname
          when 7 # iPAddress in GeneralName (RFC5280)
            should_verify_common_name = false
            # follows GENERAL_NAME_print() in x509v3/v3_alt.c
            if san.value.size == 4
              return true if san.value.unpack('C*').join('.') == hostname
            elsif san.value.size == 16
              return true if san.value.unpack('n*').map { |e| sprintf("%X", e) }.join(':') == hostname
            end
          end
        }
      }
      if should_verify_common_name
        cert.subject.to_a.each{|oid, value|
          if oid == "CN"
            reg = Regexp.escape(value).gsub(/\\\*/, "[^.]+")
            return true if /\A#{reg}\z/i =~ hostname
          end
        }
      end
      return false
    end

As you can see from above code, there is options that can set a alternative server hostname so that SSL verification can pass.



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