How to relay mail via Google account using Postfix

I want to non local emails to be relayed via my personal Google account and local to delivered to local user. My configuration is: /etc/postfix/transport

*            smtp:[smtp.gmail.com]:587

and /etc/postfix/main.cf

[root@media postfix]# cat main.cf
# This file contains only the parameters changed from a default install
# see /etc/postfix/main.cf.dist for a commented, fuller version of this file.
transport_maps = hash:/etc/postfix/transport
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
smtp_sasl_mechanism_filter = plain, login
smtp_sasl_security_options = noanonymous
smtp_use_tls = yes

/etc/postfix/sasl_passwd:

[smtp.google.com]:587    [email protected]:mypass

And after I run:

# postmap transport && postmap sasl_passwd
systemctl restart postfix.service

So now my server try to connect to gmail MX (without success but not deliver email localy

Logs from journalctl:

    Jul 06 18:38:01 media postfix/pickup[31431]: 30714960F8: uid=0 from=<root>
    Jul 06 18:38:01 media postfix/cleanup[31641]: 30714960F8: message- id=<[email protected]>
    Jul 06 18:38:01 media postfix/qmgr[31432]: 30714960F8: from=<[email protected]>, size=436, nrcpt=1 (queue active)
    Jul 06 18:38:01 media postfix/smtp[31643]: connect to smtp.gmail.com[2a00:1450:4008:c01::6c]:587: Network is unreachable
   Jul 06 18:38:01 media postfix/smtp[31643]: 30714960F8: to=<[email protected]>, relay=smtp.gmail.com[173.194.69.108]:587, delay=0.7, delays=0.03/0.04/0.55/0.07, ...M command))
    Jul 06 18:38:02 media postfix/cleanup[31641]: 0B85D960F9: message-id=<[email protected]>
    Jul 06 18:38:02 media postfix/qmgr[31432]: 0B85D960F9: from=<>, size=2555, nrcpt=1 (queue active)
    Jul 06 18:38:02 media postfix/bounce[31646]: 30714960F8: sender non-delivery notification: 0B85D960F9
    Jul 06 18:38:02 media postfix/qmgr[31432]: 30714960F8: removed
    Jul 06 18:38:02 media postfix/smtp[31643]: connect to smtp.gmail.com[2a00:1450:4008:c01::6d]:587: Network is unreachable
    Jul 06 18:38:02 media postfix/smtp[31643]: 0B85D960F9: to=<[email protected]>, relay=smtp.gmail.com[173.194.69.109]:587, delay=0.59, delays=0.02/0.01/0.51/0.06,...M command))
    Jul 06 18:38:02 media postfix/qmgr[31432]: 0B85D960F9: removed
    Jul 06 18:38:40 media auth[31778]: pam_tcb(dovecot:auth): Authentication passed for media from (uid=0)
    Jul 06 18:38:40 media dovecot[1442]: pop3-login: Login: user=<media>, method=PLAIN, rip=192.168.0.2, lip=192.168.0.7, mpid=31779, secured, session=<VZaXcdrgpADAqAAC>
    Jul 06 18:38:40 media dovecot[1442]: pop3(media): Disconnected: Logged out top=0/0, retr=0/0, del=0/0, size=0
    Jul 06 18:38:58 media postfix/pickup[31431]: CD15D960F8: uid=0 from=<root>
    Jul 06 18:38:58 media postfix/cleanup[31641]: CD15D960F8: message-id=<[email protected]>
    Jul 06 18:38:58 media postfix/qmgr[31432]: CD15D960F8: from=<[email protected]>, size=430, nrcpt=1 (queue active)
    Jul 06 18:38:59 media postfix/smtp[31643]: CD15D960F8: to=<[email protected]>, relay=smtp.gmail.com[173.194.69.108]:587, delay=0.63, delays=0.02/0/0.54/0.06, dsn=5.5....M command))
    Jul 06 18:38:59 media postfix/cleanup[31641]: BAB0E960F9: message-id=<[email protected]>
    Jul 06 18:38:59 media postfix/qmgr[31432]: BAB0E960F9: from=<>, size=2541, nrcpt=1 (queue active)
    Jul 06 18:38:59 media postfix/bounce[31646]: CD15D960F8: sender non-delivery notification: BAB0E960F9
    Jul 06 18:38:59 media postfix/qmgr[31432]: CD15D960F8: removed
Jul 06 18:39:00 media postfix/smtp[31643]: BAB0E960F9: to=<[email protected]>, relay=smtp.gmail.com[173.194.69.109]:587, delay=0.66, delays=0.02/0.01/0.56/0.07,...M command))
    Jul 06 18:39:00 media postfix/qmgr[31432]: BAB0E960F9: removed

Any help to make it working?

Solution 1:

You have to enable TLS in Postfix's SMTP client, since Google requires it. This is indicated by them in the message Must issue a STARTTLS command.

In /etc/postfix/main.cf, you want something like this:

smtp_tls_policy_maps = hash:/etc/postfix/tls_policy

and then in /etc/postfix/tls_policy:

[smtp.gmail.com]:587 encrypt

The left hand side in tls_policy must appear exactly the same as your relayhost entry in main.cf.

Remember to run postmap on /etc/postfix/tls_policy after creating or changing it as required.

You can find more details in Postfix's TLS documentation.

Refer these links

http://blog.bigdinosaur.org/postfix-gmail-and-you/

http://www.postfix.org/TLS_README.html#client_tls

Solution 2:

This is the procedure I use for this:

sudo apt-get install postfix.

If it asks what sort of mail server you are installed, choose no configuration (the first option)

sudo nano /etc/postfix/main.cf

and paste this in

# See /usr/share/postfix/main.cf.dist for a commented, more complete version

# Debian specific:  Specifying a file name will cause the first
# line of that file to be used as the name.  The Debian default
# is /etc/mailname.
#myorigin = /etc/mailname
# listen on localhost only
inet_interfaces = 127.0.0.1

smtpd_banner = $myhostname ESMTP $mail_name

biff = no

# appending .domain is the MUA's job.
append_dot_mydomain = no

#Uncomment the next line to generate "delayed mail" warnings
#delay_warning_time = 4h

relayhost = [smtp.gmail.com]:587
smtp_use_tls = yes
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
smtp_sasl_security_options = noanonymous

Save the file, Now we create the file with the username and password in

sudo nano /etc/postfix/sasl_passwd

and paste in the following making the required replacements

[smtp.gmail.com]:587    [email protected]:password

Save it, and at the command prompt

sudo postmap /etc/postfix/sasl_passwd

Then

chmod 600 /etc/postfix/sasl_passwd /etc/postfix/sasl_passwd.db

Finally,

sudo service postfix restart

Note that once you’ve successfully tested the email system, you can remove / obfuscate the password in sasl_passwd.

Test it with you application. If you have trouble, check /var/log/mail.log You can apt-get install mail-utils to have it install a mail program. you can then test with

echo “this is a test” | mailx -s “This is the subject” [email protected]

Finally

Run

newaliases

to make an /etc/aliases.db file. If you don’t it will log a lot of errors about it to /var/log/mail.err If you get SASL errors (postfix) Check the hostname is in /etc/hosts and /etc/hostname If postfix complains about not being able to relay for a given host / ip address (postfix) Add this to /etc/postfix/main.cf

mynetworks = 10.0.0.0/8

This will allow anyone with a 10.0.0.0 address to connect, obviously you should bolt this down as much as possible, either by restricting the network, and / or using any firewall or security policy available to you

Solution 3:

Firstly, make sure to check first Google's authentication method:

https://www.google.com/settings/security/lesssecureapps

If the page is not available for your account, then the the domain administrator disabled this settings for all users (default).

When you whitelist your IP/range in Relay SMTP in google admin, you can send emails with this settings

relayhost = [smtp-relay.gmail.com]:587
smtp_use_tls = yes
smtp_tls_loglevel=1
smtp_tls_security_level=encrypt
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
smtp_sasl_security_options = noanonymous
smtp_sasl_mechanism_filter = login, plain
smtp_tls_CApath = /etc/ssl/certs
smtp_sasl_tls_security_options = noanonymous

However, when Allow less secure apps: OFF I was always getting these messages:

(SASL authentication failed; server smtp-relay.gmail.com[173.194.204.28] said: 534-5.7.14
... Please log in via your web browser and?534-5.7.14 then try again.?534-5.7.14
Learn more at?534 5.7.14  https://support.google.com/mail/answer/78754 g133sm1077601qkb.1 - gsmtp)

but messages were still delivered (which is a bit strange), although it took a bit longer to get message to its recipient.