Yes, this is possible.

When I get into work, I'll share with you the recipe (I have a script called 
"update4.sh" which I run after building [or rsync'ing] a 4.x box to an 8.x box 
to become a vimage; note that I didn't say "jail" -- 4.x runs better as a VNET 
jail than a regular jail).

We've not had much luck in running 4.x as a non-vnet jail under 8.x whereas 
vnet-jail works wonders (with a couple binaries replaced, like netstat, 
ifconfig, ps, and top for example).
-- 
Devin

________________________________________
From: owner-freebsd-questi...@freebsd.org [owner-freebsd-questi...@freebsd.org] 
on behalf of Bernt Hansson [b...@bananmonarki.se]
Sent: Tuesday, February 26, 2013 5:23 AM
To: questions FreeBSD
Subject: Jail question

Hello list!

I would like to install an old version of freebsd let's say 4.6 in a
jail. Is that possible.

Host is 8.3-stable amd64
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