VPN PPTP Connects but doesn't work

I used to use the built in PPTP VPN connection in the regular Leopard to connect to my employer just fine. It allowed access to the exchange server, intranet web pages, and file servers. Now with the same connection settings I can connect and authenticate just fine but it's as if none of the network requests are going through the VPN. None of the addresses resolve, for file servers, web servers or exchange. I even tried IP addresses and they weren't found either. Watching the VPN traffic meters in the control panel revealed no activity even though various network request were being made.

I tried manually adding DNS info into the VPN settings to no avail. I deleted all DNS info and let it populate itself and no luck. I have an old G5 sitting here with regular Leopard and the VPN connection works just fine.

I've tried deleting the VPN and re-adding and that didn't work either.

This is making me really nervous... I NEED my VPN. Please help 😟

MacBook Pro 17", Mac OS X (10.6), VPN PPTP

Posted on Aug 29, 2009 12:53 AM

Reply
79 replies

Jan 20, 2010 6:01 AM in response to Paul Bush

Tried all method in this thread but no success 😟

My routing table is:

localhost:~ network$ netstat -ar
Routing tables

Internet:
Destination Gateway Flags Refs Use Netif Expire
default 10.10.100.250 UGSc 2 0 ppp0
default 10.1.1.1 UGScI 1 0 en1
10 link#5 UCS 3 0 en1
10.1.1.1 0:1b:11:9:71:f0 UHLWI 3 182 en1 1200
10.1.1.2 localhost UHS 0 1 lo0
10.10.100.250 172.29.255.254 UH 3 0 ppp0
10.167.27.165 link#5 UHRLWI 0 46 en1 2
10.255.255.255 ff:ff:ff:ff:ff:ff UHLWbI 0 6 en1
sng-ntp-ext.asia.a 10.10.100.250 UGHW3I 0 0 ppp0 3590
127 localhost UCS 0 0 lo0
localhost localhost UH 0 64 lo0
137.111.189.2 10.1.1.1 UGHS 9 11 en1
netdnsprod1.mq.edu 10.10.100.250 UGHW3I 0 1 ppp0 3589
169.254 link#5 UCS 0 0 en1
172.29 ppp0 USc 1 0 ppp0
172.29.255.255 ppp0 UHW3I 0 24 ppp0 3595
192.168.1 link#8 UC 2 0 vnic1
192.168.1.2 0:1c:42:0:0:9 UHLWI 1 2 lo0
192.168.1.255 ff:ff:ff:ff:ff:ff UHLWbI 0 6 vnic1
192.168.2 link#7 UC 2 0 vnic0
192.168.2.2 0:1c:42:0:0:8 UHLWI 0 2 lo0
192.168.2.255 ff:ff:ff:ff:ff:ff UHLWbI 0 6 vnic0
a198-142-23-73.dep 10.1.1.1 UGHWI 1 2 en1

Internet6:
Destination Gateway Flags Netif Expire
localhost localhost UH lo0
fe80::%lo0 localhost Uc lo0
localhost link#1 UHL lo0
fe80::%en1 link#5 UC en1
macbookpro-64b9e8b 0:26:bb:14:c7:49 UHL lo0
ff01:: localhost Um lo0
ff02:: localhost UmC lo0
ff02:: link#5 UmC en1

Could anyone can take a look? Many thanks.

Mar 21, 2010 10:08 PM in response to Paul Bush

Hi all,

I've got a two week old Macbook Pro and am having the same problem.

My VPN connects, the data traffic meter is going, I get an IP address, but I can't see any shared drives at all... When I'm at the office and plugged directly into the intranet everything works fine, just no love over the VPN. Even if I try and connect to a specific IP address I get the error message "The server may not exist or it is unavailable at this time. Check the server name or IP address, check your network settings..." blah blah blah.

I've deleted the SystemConfiguration, enabled/disabled internet sharing, ticked and unticked the "send all traffic thru" blah blah... No luck!

Any ideas?

Many thanks in advance 🙂

Mar 25, 2010 3:30 PM in response to poisson75

I think I found the reason of my one but not sure if it applies to other situations. The VPN network I try to access is on 10.x.x.x, my home network is on 10.x.x.x as well. I suspect the reason is the route which should be pointed to the VPN gateway interface is still pointed to the home network gateway, this results all the packages sending via VPN tunnel can not be directed properly. In other words, the tunnel splitting function does not work under my situation. When I changed my home network to other private range,say 192.168.x.x, it works well.

Hope it is helpful...

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VPN PPTP Connects but doesn't work

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