L2TP/IPsec VPN doesn't work after upgrade to Catalina.

Is this a bug or a planned "feature" ?

It is not possible to work with VPN's after upgrade to Catalina.

MacBook Pro with Touch Bar

Posted on Oct 9, 2019 7:55 AM

Reply

Similar questions

18 replies

Nov 1, 2019 1:32 PM in response to georgelza

I'm trying to do a native vpnd installation on Catalina 10.15.1. It had worked perfectly on Mojave. I seem to be getting farther than other people so here's what I found.


First, my error in the vpnd.log is:

Fri Nov  1 16:00:55 2019 : L2TP incoming call in progress from '192.168.0.1'...

Fri Nov  1 16:00:56 2019 : L2TP incoming call in progress from '192.168.0.1'...

Fri Nov  1 16:00:58 2019 : L2TP incoming call in progress from '192.168.0.1'...

Fri Nov  1 16:01:06 2019 : L2TP incoming call in progress from '192.168.0.1'...

Fri Nov  1 16:01:10 2019 : L2TP incoming call in progress from '192.168.0.1'...

Fri Nov  1 16:01:14 2019 : L2TP incoming call in progress from '192.168.0.1'...

2019-11-01 16:01:15 EDT   --> Client with address = 192.168.0.173 has hungup

2019-11-01 16:01:16 EDT   --> Client with address = 192.168.0.174 has hungup

2019-11-01 16:01:18 EDT   --> Client with address = 192.168.0.175 has hungup

2019-11-01 16:01:26 EDT   --> Client with address = 192.168.0.176 has hungup

2019-11-01 16:01:30 EDT   --> Client with address = 192.168.0.177 has hungup

2019-11-01 16:01:34 EDT   --> Client with address = 192.168.0.178 has hungup


How I got here:

https://developer.apple.com/support/downloads/macOS-Server-Service-Migration-Guide.pdf


This has information about VPN changes.

The major change I found was that the LaunchDaemon was changed to vpn.ppp.l2tp.plist


I get as far as my log (above) showing that I'm hitting the vpnd service (and I don't know why 6 times) and then hanging up. I know my username/password/shared secret are correct because if I change one of them, I don't appear in the log.


Hope this helps someone else to maybe find an answer.

Oct 10, 2019 6:28 PM in response to ndimitrov

Clarifying my use case: after updating to Catalina my L2TP/IPsec connection connects as usual but tunnel connectivity disappears anywhere from 40 to 180 seconds (100% reproducible).


Method of checking:

ping <tunnel-reachable-ip>

Result: replies as usual until 40 to 180 seconds, then "time out"

VPN Log: tail -f /var/log/ppp.log

--No entries during successful pings--

--No entries 10 seconds after first ping timeout, then--

: no echo-reply, despite successful ppp_auxiliary_probe!

: No response to 3 echo-requests

: Serial link appears to be disconnected.

: ipcp: down

..

..


VNP Hardware: D-link VPN DSR-N250

Windows Virtual machine (running on same Catalina mac) connects to the VPN and hold connection indefinitely.

Oct 18, 2019 2:03 PM in response to timmi4sa

Hope you're right.

This is the exact response by Shimo support "Unfortunately it’s no longer possible to provide PPTP and L2TP support on macOS Catalina due to Apples security restrictions".

Shimo doesn't work any more.


Also Apple VPN on L2TP does't work always returning an error "the server L2TP-VPN did not respond...."

I agree that it's somehow strange to still have configuration available but this is my situation at the moment... :(

Oct 28, 2019 4:08 PM in response to ttumas

I've tried to launch the command and VPN still doesn't work but the returned error has changed


From "L2TP: cannot connect racoon control socket: Connection refused" we've evolved to


Tue Oct 29 00:02:35 2019 : IPSec connection started

Tue Oct 29 00:02:35 2019 : IPSec phase 1 client started

Tue Oct 29 00:02:35 2019 : IPSec phase 1 server replied

Tue Oct 29 00:03:05 2019 : IPSec connection failed


So something has changed. Now is the IPSec connection that fails

Any other ideas?


Thanks


Pier

Nov 5, 2019 1:51 PM in response to PauloHaliday

I just found a strange way to get this to work. I had a Mojave Parallels VM (To be able to run Photoshop and Acrobat which would have died a 32 bit death) which was a restore of my Mojave machine before I upgraded to Catalina. This had been running my VPN. I went into the VM and tweeked a couple of IP settings, and now I can VPN into my home network like before, keeping the VM always active of course. May not be for everyone, but it worked for me!

This thread has been closed by the system or the community team. You may vote for any posts you find helpful, or search the Community for additional answers.

L2TP/IPsec VPN doesn't work after upgrade to Catalina.

Welcome to Apple Support Community
A forum where Apple customers help each other with their products. Get started with your Apple Account.