Hi!

I've been doing some tests on this and I think I may have come to a way to
work around this.

The first thing is that we must keep the user settings, but
/etc/squid/squid.conf is not marked as a conffile, anyway keeping the user
settings in mind I did the following:

At preinst move /etc/squid/squid.conf to /etc/squid/squid.conf.pre_3.4_upgrade

Then at postinst we have the new dpkg squid.conf file installed without any
warning so I did:
move /etc/squid/squid.conf to /etc/squid/squid.conf.dpkg-new
sed /etc/squid/squid.conf.pre_3.4_upgrade >/etc/squid/squid.conf

We should take care of other things like permissions of the file, ... but
that's just the idea and it seems to work on my tests.

This is the output with squid/oldstable installed:
# dpkg -i squid-common_3.5.10-2_all.deb squid_3.5.10-2_amd64.deb
(A ler a base de datos ... 255231 files and directories currently installed.)
Preparing to unpack squid-common_3.5.10-2_all.deb ...
Unpacking squid-common (3.5.10-2) over (2.7.STABLE9-4.1+deb7u1) ...
Preparing to unpack squid_3.5.10-2_amd64.deb ...
Unpacking squid (3.5.10-2) over (2.7.STABLE9-4.1+deb7u1) ...
A configurar squid-common (3.5.10-2) ...
A configurar squid (3.5.10-2) ...
A instalar a nova versión do ficheiro de configuración /etc/init.d/squid ...
A instalar a nova versión do ficheiro de configuración /etc/logrotate.d/squid 
...
A instalar a nova versión do ficheiro de configuración 
/etc/resolvconf/update-libc.d/squid ...
Filtering squid.conf manager ACL.
[....] Restarting Squid HTTP Proxy: squid2015/10/28 01:04:23| WARNING: (B) 
'::/0' is a subnetwork of (A) '::/0'
2015/10/28 01:04:23| WARNING: because of this '::/0' is ignored to keep splay 
tree searching predictable
2015/10/28 01:04:23| WARNING: You should probably remove '::/0' from the ACL 
named 'all'
2015/10/28 01:04:23| WARNING: (B) '127.0.0.1' is a subnetwork of (A) '127.0.0.1'
2015/10/28 01:04:23| WARNING: because of this '127.0.0.1' is ignored to keep 
splay tree searching predictable
2015/10/28 01:04:23| WARNING: You should probably remove '127.0.0.1' from the 
ACL named 'localhost'
2015/10/28 01:04:23| WARNING: (B) '127.0.0.1' is a subnetwork of (A) '127.0.0.1'
2015/10/28 01:04:23| WARNING: because of this '127.0.0.1' is ignored to keep 
splay tree searching predictable
2015/10/28 01:04:23| WARNING: You should probably remove '127.0.0.1' from the 
ACL named 'localhost'
2015/10/28 01:04:23| WARNING: (B) '127.0.0.0/8' is a subnetwork of (A) 
'127.0.0.0/8'
2015/10/28 01:04:23| WARNING: because of this '127.0.0.0/8' is ignored to keep 
splay tree searching predictable
2015/10/28 01:04:23| WARNING: You should probably remove '127.0.0.0/8' from the 
ACL named 'to_localhost'
2015/10/28 01:04:23| WARNING: (B) '0.0.0.0' is a subnetwork of (A) '0.0.0.0'
2015/10/28 01:04:23| WARNING: because of this '0.0.0.0' is ignored to keep 
splay tree searching predictable
2015/10/28 01:04:23| WARNING: You should probably remove '0.0.0.0' from the ACL 
named 'to_localhost'
2015/10/28 01:04:23| WARNING: (B) '0.0.0.0' is a subnetwork of (A) '0.0.0.0'
2015/10/28 01:04:23| WARNING: because of this '0.0.0.0' is ignored to keep 
splay tree searching predictable
2015/10/28 01:04:23| WARNING: You should probably remove '0.0.0.0' from the ACL 
named 'to_localhost'
2015/10/28 01:04:23| ERROR: Directive 'hierarchy_stoplist' is obsolete.
2015/10/28 01:04:23| ERROR: Directive 'upgrade_http0.9' is obsolete.
2015/10/28 01:04:23| ERROR: Directive 'broken_vary_encoding' is obsolete.
2015/10/28 01:04:23| ERROR: Directive 'extension_methods' is obsolete.
. ok 
Processing triggers for man-db (2.7.0.2-5) ...

And this is what my /etc/squid looks like after the install:

-rw------- 1 root root 169404 Out 28 00:58 squid.conf.pre_3.4_upgrade
-rw-r--r-- 1 root root   1817 Out 28 01:01 errorpage.css
-rw-r--r-- 1 root root 285765 Out 28 01:04 squid.conf.dpkg-new
-rw-r--r-- 1 root root 169440 Out 28 01:04 squid.conf

Of course the squid.conf is based on the old 2.7 version and we have the
.dpkg-new file like if we had told dpkg to keep the old config.

Hope that helps.

Regards.
-- 
Manty/BestiaTester -> http://manty.net

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