In place Windows 2008 R2 Standard to Enterprise upgrade

Last week I needed to upgrade a Windows 2008R2 Standard edition server to an Enterprise edition.

In 2008 & 2008R2 this is a piece of cake. Follow the next instructions and you are up and running in a minute.


Using DISM you are able to do an in place upgrade to a different version of the OS. Below are the steps required to do so.

1. List Current Version of OS

2. List Upgrade Options

3. Set the edition you want and key you are assigned for the enterprise edition.


If you receive ” The specified product key is not valid for the target edition. “ Verify the information is typed correctly. If you still receive the error upgrade with a temporary key from Microsoft 489J6-VHDMP-X63PK-3K798-CPX3Y and then once upgraded log in and activate with your key. I was able to get mine to successfully register after a couple tries.

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The information in this article is provided “AS IS” with no warranties, and confers no rights. This article does not represent the thoughts, intentions, plans or strategies of my employer. It is solely my opinion.


Marco works for ViaData as a Senior Technical Consultant. He has over 15 years experience as a system engineer and consultant, specialized in virtualization. VMware VCP4, VCP5-DC & VCP5-DT. VMware vExpert 2013, 2014,2015 & 2016. Microsoft MCSE & MCITP Enterprise Administrator. Veeam VMSP, VMTSP & VMCE.