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upgrading a windows 2008 r2 standard to enterprise

Posted on 2013-05-09
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Last Modified: 2016-11-23
Current server is Windows 2008 r2 Standard (oem Dell)  Workgroup server, not on an Active directory.

Challange: I would like to upgrade it to enterprise.

What I tried:
At first I got on ebay a product key  a key code for enterprise.
I ran "Dism /online /Set-Edition:ServerEnterprise /ProductKey:xxxx-xxxxx-xxxxx-xxxxx-xxxxx" from a command prompt and I got an error that "get-targeteditions option is unknown".

I assumed that the reason im getting that message is because I have standard  r2 but the enterprise was not r2.  So I returned it and got another key for R2. When I tried to install it the same way as before (dsim, etc) I got a different message  "the specified product key is not valid for the target edition".

My assumption;
The reason its not working is because I have OEM software and I have to get a specific version that would work with this specific standard server. The big question is, WHICH ONE? should I get a dell oem enterprise key? a boxed one from M$? Or is there something else I dont know?
Microsoft wont answer me as they want me to buy 2012... Im not ready for that. They dont sell 2008.

Anybody with some knowledge as to what I need to get please let know!
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Question by:slevi
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by:Juan Ocasio
ID: 39154326
You will probably have to get a DELL OEM version of the product key.
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by:slevi
ID: 39154381
" Probably"... is there anyone that  knows for sure ..?
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by:Juan Ocasio
ID: 39155103
Although I'm not 100% sure, I do know from experience that specific keys are made for the specific  media (OEM, volume licenses, upgrades- even going as far as sp2 and sp3 for the older winXP).  This is why I said probably.  I can't image it actually working in your case unless there is an OEM enterprise key you can purchase, and it may have to be Dell specific.
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slevi earned 0 total points
ID: 39589423
I figured it out , eventually..
For the benefit of the community I will post the details.

Basically I upgraded first with M$ "generic" key that I got from here;

http://technet.microsoft.com/en-us/library/ff793421.aspx

then the OS complained that  I needed to register, so I went ahead and put in the new key (the same I wanted to use from the Dism command)  and it worked like a charm.

Hope this else someone else, one day.
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Author Closing Comment

by:slevi
ID: 39602436
Because I was the one that figured it out....
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