[squid-users] Ubuntu 20.04 "apt update" issues behind a VPN and Squid proxy

[Eliezer Croitoru]

Hey David,

Just wondering if you have seen the apt related docs at:
https://help.ubuntu.com/community/AptGet/Howto/#Setting_up_apt-get_to_use_a_http-proxy

Eliezer

From: squid-users <squid-users-bounces at lists.squid-cache.org> On Behalf Of David Mills
Sent: Wednesday, July 7, 2021 2:26 AM
To: squid-users at lists.squid-cache.org
Subject: [squid-users] Ubuntu 20.04 "apt update" issues behind a VPN and Squid proxy

Hi,

We've got a collection of Ubuntu 18.04 boxes out in the field. They connect to an AWS OpenVPN VPN and use a Squid 3.5 AWS hosted Proxy. They work fine.

We have tried upgrading one to 20.04. Same setup. From the command line curl or wget can happily download an Ubuntu package from the Ubuntu Mirror site we use. But "apt update" gets lots of "IGN:" timeouts and errors.

The package we test curl with is https://mirror.aarnet.edu.au/ubuntu/pool/main/c/curl/curl_7.68.0-1ubuntu2.5_amd64.deb

The Squid log shows a line the doesn't occur for the successful 18.04 "apt updates":
1625190959.233     81 10.0.11.191 TAG_NONE/200 0 CONNECT http://mirror.aarnet.edu.au:443 - HIER_DIRECT/2001:388:30bc:cafe::beef -

The full output of an attempt to update is:
Ign:1 https://mirror.aarnet.edu.au/ubuntu focal InRelease                                              
Ign:2 https://mirror.aarnet.edu.au/ubuntu focal-updates InRelease                                      
Ign:3 https://mirror.aarnet.edu.au/ubuntu focal-backports InRelease                                    
Ign:4 https://mirror.aarnet.edu.au/ubuntu focal-security InRelease                                     
Err:5 https://mirror.aarnet.edu.au/ubuntu focal Release                                                
  Could not wait for server fd - select (11: Resource temporarily unavailable) [IP: 10.0.11.82 3128]
Err:6 https://mirror.aarnet.edu.au/ubuntu focal-updates Release                                        
  Could not wait for server fd - select (11: Resource temporarily unavailable) [IP: 10.0.11.82 3128]
Err:7 https://mirror.aarnet.edu.au/ubuntu focal-backports Release                                      
  Could not wait for server fd - select (11: Resource temporarily unavailable) [IP: 10.0.11.82 3128]
Err:8 https://mirror.aarnet.edu.au/ubuntu focal-security Release                                       
  Could not wait for server fd - select (11: Resource temporarily unavailable) [IP: 10.0.1.26 3128]
Reading package lists... Done                                                                          
N: Ignoring file 'microsoft-prod.list-keep' in directory '/etc/apt/sources.list.d/' as it has an invalid filename extension
E: The repository 'https://mirror.aarnet.edu.au/ubuntu focal Release' does not have a Release file.
N: Updating from such a repository can't be done securely, and is therefore disabled by default.
N: See apt-secure(8) manpage for repository creation and user configuration details.
E: The repository 'https://mirror.aarnet.edu.au/ubuntu focal-updates Release' does not have a Release file.
N: Updating from such a repository can't be done securely, and is therefore disabled by default.
N: See apt-secure(8) manpage for repository creation and user configuration details.
E: The repository 'https://mirror.aarnet.edu.au/ubuntu focal-backports Release' does not have a Release file.
N: Updating from such a repository can't be done securely, and is therefore disabled by default.
N: See apt-secure(8) manpage for repository creation and user configuration details.
E: The repository 'https://mirror.aarnet.edu.au/ubuntu focal-security Release' does not have a Release file.
N: Updating from such a repository can't be done securely, and is therefore disabled by default.
N: See apt-secure(8) manpage for repository creation and user configuration details.

While running, the line
0% [Connecting to HTTP proxy (http://vpn-proxy-d68aca8a8f7f81d6.elb.ap-southeast-2.amazonaws.com:3128)]
appears often and hang for a while.

I've tried upping the squid logging and allowing all, but they didn't offer any additional information about the issue.

Any advice would be greatly appreciated.

Regards,


David Mills
Senior DevOps Engineer

 E: mailto:david.mills at acusensus.com
 M: +61 411 513 404
 W:http://acusensus.com/



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