Gmail blocks emails from Postfix client on Linux

Problem:

I want to send email notification to my Gmail account from Linux server using Postfix client. Mails are not received and /var/log/maillog is full of the following error messages:

Aug 18 17:24:29 rac1 postfix/smtp[17580]: connect to gmail-smtp-in.l.google.com[74.125.69.27]:25: Connection timed out
Aug 18 17:24:29 rac1 postfix/smtp[17580]: connect to gmail-smtp-in.l.google.com[2607:f8b0:4001:c0d::1a]:25: Network is unreachable
Aug 18 17:24:59 rac1 postfix/smtp[17580]: connect to alt1.gmail-smtp-in.l.google.com[173.194.77.27]:25: Connection timed out
Aug 18 17:25:29 rac1 postfix/smtp[17580]: connect to alt2.gmail-smtp-in.l.google.com[173.194.219.27]:25: Connection timed out

Solution:

Configure Postfix and Gmail account accordingly.

1. Confirm that the myhostname parameter is configured with your server’s FQDN:

# grep ^myhostname /etc/postfix/main.cf
myhostname = rac1.example.com

2. Generate an App Password for Postfix:

Click on App passwords -> Select app dropdown -> choose Other (custom name) -> Enter “Postfix” -> click GENERATE.

Postfix app password is generated in yellow box, copy and save it (generated_password_goes_here will be changed by this value).

3. Fill SMTP Host, username, and password in /etc/postfix/sasl_passwd

# cat /etc/postfix/sasl_passwd
smtp.gmail.com your_username@gmail.com:generated_password_goes_here

4. Create the hash db file

# postmap /etc/postfix/sasl_passwd

5. Configure the Postfix Relay Server:

# grep ^relayhost /etc/postfix/main.cf
relayhost = [smtp.gmail.com]:587

6.  To enable authentication, add the following parameters in /etc/postfix/main.cf

smtp_sasl_auth_enable = yes
smtpd_tls_auth_only = yes
smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
smtp_sasl_security_options = noanonymous
smtp_tls_security_level = encrypt

7. Reload Postfix service:

# systemctl reload postfix

8. For sending test email, I use Flashgrid tool:

[root@rac1 ~]# flashgrid-node test-alerts
FlashGrid 21.2.24.58935 #bb6005e9d66650d1996184c38d2fb8a2a78420a8
License: Active, Marketplace
Licensee: Flashgrid Inc.
Support plan: 24x7
~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
Test alerts were sent

The alert is received now:

Postfix: connect to gmail-smtp-in.l.google.com [2607:f8b0:400c:c0b::1a]:25: Network is unreachable

Problem:

I am not able to receive email alerts from database server. Because message transfer agent is trying to connect to the Google SMTP via IPv6, which fails.

# tail /var/log/maillog

Jun 12 15:35:10 rac1 postfix/smtp[19725]:connect to 
gmail-smtp-in.l.google.com [2607:f8b0:400c:c0b::1a]:25: 
Network is unreachable

Solution:

Configure Postfix not to use IPv6 by editing /etc/postfix/main.cf with the following:

[root@rac1 ~]# cat /etc/postfix/main.cf | grep inet_protocols
inet_protocols = ipv4

Restart Postfix and check the status:

[root@rac1 ~]# systemctl restart postfix

[root@rac1 ~]# systemctl status  postfix
 ● postfix.service - Postfix Mail Transport Agent
    Loaded: loaded (/usr/lib/systemd/system/postfix.service; enabled; vendor preset: disabled)
    Active: active (running) since Thu 2019-06-13 10:20:48 UTC; 52s ago
   Process: 17431 ExecStop=/usr/sbin/postfix stop (code=exited, status=0/SUCCESS)
   Process: 17449 ExecStart=/usr/sbin/postfix start (code=exited, status=0/SUCCESS)
   Process: 17445 ExecStartPre=/usr/libexec/postfix/chroot-update (code=exited, status=0/SUCCESS)
   Process: 17442 ExecStartPre=/usr/libexec/postfix/aliasesdb (code=exited, status=0/SUCCESS)
  Main PID: 17520 (master)
    Memory: 3.0M
    CGroup: /system.slice/postfix.service
            ├─17520 /usr/libexec/postfix/master -w
            ├─17521 pickup -l -t unix -u
            └─17522 qmgr -l -t unix -u
 Jun 13 10:20:48 rac1.example.com systemd[1]: Starting Postfix Mail Transport Agent…
 Jun 13 10:20:48 rac1.example.com postfix/postfix-script[17518]: starting the Postfix mail system
 Jun 13 10:20:48 rac1.example.com postfix/master[17520]: daemon started -- version 2.10.1, configuration /etc/postfix
 Jun 13 10:20:48 rac1.example.com systemd[1]: Started Postfix Mail Transport Agent