# Using encrypted connection with ActionMailer **URL:** \ **Category:** Rails\ **Created:** [January 26, 2008, 2:02am UTC](https://www.ruby-forum.com/t/using-encrypted-connection-with-actionmailer/127199 "2008-01-26T02:02:57Z")\ **Posts on this page:** 4\ **Page:** 1
**Author:** ![skt](https://www.ruby-forum.com/letter_avatar_proxy/v4/letter/s/a9a28c/32.png) [@skt](https://www.ruby-forum.com/u/skt)\ **Post date:** [January 26, 2008, 2:02am UTC](https://www.ruby-forum.com/t/using-encrypted-connection-with-actionmailer/127199/1 "2008-01-26T02:02:57Z")
Hello Folks, I am trying to use Gmail to send out test emails from my dev machine. I have the following in my environment.rb ActionMailer::Base.delivery\_method = :smtp ActionMailer::Base.smtp\_settings = { :address =\> “[smtp.gmail.com](http://smtp.gmail.com)”, :port =\> 465, :domain =\> “[mydomain.com](http://mydomain.com)”, :authentication =\> :login, :user\_name =\> “myloginid”, :password =\> “mypassword” } I can see in my log file that the email is being prepped for sending. However after a little while I get a timeout error as below. My Outlook settings for email have the flag checked for “This server requires an encrypted connection (SSL)”. Do I need to set something in my smtp\_settings? I also see some error about `method\_missing’ in action\_mailer/base.rb in the error below but not sure what that is about. Anything else I need to do to get this to work? Thanks for your help. Sanjay. c:/ruby/lib/ruby/1.8/timeout.rb:54:in `rbuf_fill' c:/ruby/lib/ruby/1.8/timeout.rb:56:in `timeout’ c:/ruby/lib/ruby/1.8/timeout.rb:76:in `timeout' c:/ruby/lib/ruby/1.8/net/protocol.rb:132:in `rbuf\_fill’ c:/ruby/lib/ruby/1.8/net/protocol.rb:116:in `readuntil' c:/ruby/lib/ruby/1.8/net/protocol.rb:126:in `readline’ c:/ruby/lib/ruby/1.8/net/smtp.rb:664:in `recv_response' c:/ruby/lib/ruby/1.8/net/smtp.rb:396:in `do\_start’ c:/ruby/lib/ruby/1.8/net/smtp.rb:686:in `critical' c:/ruby/lib/ruby/1.8/net/smtp.rb:396:in `do\_start’ c:/ruby/lib/ruby/1.8/net/smtp.rb:378:in `start' c:/ruby/lib/ruby/1.8/net/smtp.rb:316:in `start’ c:/ruby/lib/ruby/gems/1.8/gems/actionmailer-1.3.3/lib/action\_mailer/ base.rb:565:in `perform_delivery_smtp' c:/ruby/lib/ruby/gems/1.8/gems/actionmailer-1.3.3/lib/action_mailer/ base.rb:451:in `send’ c:/ruby/lib/ruby/gems/1.8/gems/actionmailer-1.3.3/lib/action\_mailer/ base.rb:451:in `deliver!' c:/ruby/lib/ruby/gems/1.8/gems/actionmailer-1.3.3/lib/action_mailer/ base.rb:333:in `method\_missing’ #{RAILS\_ROOT}/app/controllers/email\_controller.rb:9:in `remind’ ---
**Author:** ![skt](https://www.ruby-forum.com/letter_avatar_proxy/v4/letter/s/a9a28c/32.png) [@skt](https://www.ruby-forum.com/u/skt)\ **Post date:** [February 1, 2008, 4:50am UTC](https://www.ruby-forum.com/t/using-encrypted-connection-with-actionmailer/127199/2 "2008-02-01T04:50:20Z")
Hi skt, I’m having the same problem. As I found, google uses TSL (SSL) sou you’ll need to use this plugin ([http://www.railslodge.com/plugins/449-](http://www.railslodge.com/plugins/449-) actionmailer-tls). I think it patches ruby NET:SMTP. The link for it appears to be dead so I put it in [http://www.yamaa.com.br/action\_mailer\_optional\_tls.zip](http://www.yamaa.com.br/action_mailer_optional_tls.zip). Just unzip it in vendors\plugins Unfortunatelly, I tried this plugin and it didn’t work for me, but you should try. In this link ([http://www.depixelate.com/2007/2/2/rails-and-google-apps-](http://www.depixelate.com/2007/2/2/rails-and-google-apps-) integration), you’ll find another action, using a intermediary smtp server. When using another e-mail without SSL, the e-mail was sent without problems. With the plugin maybe you should try changing your config: :authentication =\> :login, to :authentication =\> :plain, If it works for you, please let me know. ---
**Author:** ![skt](https://www.ruby-forum.com/letter_avatar_proxy/v4/letter/s/a9a28c/32.png) [@skt](https://www.ruby-forum.com/u/skt)\ **Post date:** [March 11, 2008, 1:10am UTC](https://www.ruby-forum.com/t/using-encrypted-connection-with-actionmailer/127199/3 "2008-03-11T01:10:25Z")
Thanks Hugo. I didn’t check this thread after a few days thinking no one was going to reply. Appreciate the info. I too figured out that using a different port and an smtp\_tls file I got from a site helped make it work though it is rather slow. Thanks for your feedback - in case you happen to look at this thread again. -S On Feb 1, 6:10 am, “removed\_email\_address@domain.invalid” [removed\_email\_address@domain.invalid](mailto:removed_email_address@domain.invalid) ---
**Author:** ![skt](https://www.ruby-forum.com/letter_avatar_proxy/v4/letter/s/a9a28c/32.png) [@skt](https://www.ruby-forum.com/u/skt)\ **Post date:** [February 1, 2008, 2:11pm UTC](https://www.ruby-forum.com/t/using-encrypted-connection-with-actionmailer/127199/4 "2008-02-01T14:11:32Z")
Hello again, Now it’s working! I even found another way. First change your port from ‘465’ to ‘587’ (I was using 465 also, and it didnt work) So, if you use the action\_mailer\_optional\_tls plugin your config should be: ActionMailer::Base.smtp\_settings = { :address =\> ‘[smtp.gmail.com](http://smtp.gmail.com)’, :port =\> 587, :domain =\> ‘[gmail.com](http://gmail.com)’, :authentication =\> :plain, :user\_name =\> ‘removed\_email\_address@domain.invalid’, # i think it should work without the domal :password =\> ‘pass’, :tls =\> true } The other option is using the tlsmail gem (It also worked for me): [http://www.wanlord.com/articles/2007/11/29/sending-email-using-actionmailer-and-gmail](http://www.wanlord.com/articles/2007/11/29/sending-email-using-actionmailer-and-gmail) The last option I read about was changing ryby 1.8.x smtp.rb for ruby 1.9 smtp.rb (which supports tsl). That didn’t worked for me, and I think isn’t a good idea. Bye On Feb 1, 1:49 am, “removed\_email\_address@domain.invalid” [removed\_email\_address@domain.invalid](mailto:removed_email_address@domain.invalid)