Is it possible to upgrade Windows 2003 to Windows 2008 from a mounted ISO (e.g. with Daemon Tools)? It would have to copy all needed files from the mounted ISO and install from there… I don't think the install/upgrade process supports this… I'm looking for any kind of confirmation about this.
Installing Windows 2008 from ISO
disk-imagewindows-server-2003windows-server-2008
Best Answer
First of all, upgrading from 2003 to 2008 is bad news. Microsoft supports it, but does not recommend it. If you can do a clean install, that's going to be your best bet.
Secondly, what you want to do is not possible. You'll have to find another way to boot up to the CD as you cannot start the install from a mounted ISO. If you don't have a drive you can use, you can look into delivering the image from WDS on another server.