Relay outbound SMTP email to Gmail 7

Posted by matt
on Saturday, August 02
Sending emails with Rails via Gmail is a snap with Marc Chung's excellent plugin action_mailer_tls. However, sometimes our production environment isn't using Gmail as a mail server and/or we just need an easy way to send email from our development environment for testing or demonstrating purposes.

Instead of installing the action_mailer_tls plugin and configuring each of our Rails apps, we can do a one-time setup of our local Postfix client to relay all SMTP outbound emails to our Gmail account. If your running a Mac OS Leopard or Linux, Postfix should already be installed. With a little configuration, we should be up and running in a couple minutes.

First create /etc/postfix/relay_password file with the server name, email account name and password as shown below. This configuration works with Gmail accounts as well as with Google Apps email accounts. I'm personally using my company's Google Apps with a special email account setup for outbound emails only.
smtp.gmail.com	    example@yourdomain.com:yourpassword
Then tell Postfix about our google accounts information so it knows how and where to relay the email to. This can be done with the postmap command:
$ postmap /etc/postfix/relay_password
Since Gmail requires a TLS (Transport Layer Security) connection for certificate-based authentication, we'll need to download a free root certificate from Verisign https://www.verisign.com/support/roots.html to authenticate our remote SMTP client.
$ mkdir /etc/postfix/certs
$ cd /etc/postfix/certs
$ sudo cp roots.zip /etc/postfix/certs
$ sudo unzip -j roots.zip
$ sudo openssl x509 -inform der -in ThawtePremiumServerCA.cer -out  ThawtePremiumServerCA.pem
$ sudo c_rehash /etc/postfix/certs
Now we are ready to configure Postfix. Postfix needs to know what host to relay the email to, the username and password to authenticate the Gmail account, and the path to our certificates for the encrypted session. Add these lines to the bottom of /etc/postfix/main.cf
relayhost = smtp.gmail.com:587
# auth
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/relay_password
smtp_sasl_security_options = noanonymous
# tls
smtp_tls_security_level = may
smtp_tls_CApath = /etc/postfix/certs
smtp_tls_session_cache_database = btree:/etc/postfix/smtp_scache
smtp_tls_session_cache_timeout = 3600s
smtp_tls_loglevel = 1
tls_random_source = dev:/dev/urandom
Restart (or start) Postfix to pick up our new changes.
$ sudo postfix stop
$ sudo postfix start
That's it! Now we don't have to do any special installation or configuration to send email via Gmail for our Rails apps. We just need to set the delivery method to :smtp and we're ready to go.
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  1. napSeptember 06, 2008 @ 04:08 PM
    Nice writeup! Although I believe (not 100% positive) that the smtp server address in relay_password would have to be written as [smtp.gmail.com]:587 for this to work...
  2. clark HullsSeptember 08, 2008 @ 11:16 PM
    Hi, how can i really use gmail to run smtp and please can u help with list of email account that has smtp sever relay for free with out limit and how to set it up. Regards Clark
  3. MattOctober 11, 2008 @ 06:56 PM
    @nap - thanks for the feedback. I believe the relay_password setting could be written both ways (might depend on postfix version - not sure). I currently have it set without the brackets [] and it works, but have not tried it the other way.
  4. Sarah BakerDecember 09, 2008 @ 04:03 PM
    When I set this up, it works just fine and I notice all the mail relayed thru had the From Address of the Google user I setup, not the original sender set in my application. Have I configured something wrong, or is this expected? Note on the brackets. The postfix.org site says... " specify a domain name, hostname, hostname:port, [hostname]:port, [hostaddress] or [hostaddress]:port. The form [hostname] turns off MX lookups. "
  5. AdamDecember 30, 2008 @ 04:49 PM
    Thanks, this worked for me.
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