Upgrade Windows Server 2008 Standard to Enterprise with Exchange 2010 installed

Posted on 2011-02-21
Last Modified: 2012-05-11
I have a Windows Server 2008 Standard Server which currently runs my production Exchange 2010 System. I would like to implement DAG and this requires the Enterprise version of Windows 2008 Server.

There is an upgrade tool available. Can anyone tell me if they have successfully done this upgrade without breaking Exchange? Or if Exchange does break what steps I need to follow to then fix it?
Other considerations are that we do have a BES server.

Thanks Experts.
Question by:CharHall_IT
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Expert Comment

ID: 34947664
You can do an in-place upgrade as you stated, I have done this before with another version of windows and was unsuccessful:

I personally would not recommend it, here are some supporting links

You could migrate the mailboxes (not sure how many you have or how big) to another mail server that is running Windows/Exchange Enterprise.

If you are going to try the upgrade be sure to do an image based backup of the entire system and give yourself enough time to restore under the assumption it fails.

Author Comment

ID: 34947699
Thanks ThorinO, was it an exchange server?
Has anyone done this successfully? anyone done this on a server with 08? Alternatively, is there an easy way for me to move all my registry settings, bes setting etc to a new server???? IS tehre an exchange setting import export tool?
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Expert Comment

by:Malli Boppe
ID: 34948714
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Author Comment

ID: 34948749
mboppe thanks but that doesnt address this issue at all. I already know how to implement the DAG - just have the issue of the current production Exchange being STANDARD edition and not ENTERPRISE
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Expert Comment

by:Malli Boppe
ID: 34948771

Did you go through the article.Its not just about implementing DAG.Its tells about how migrate from a exchange 2010 stanadard edition into a DAG environment.I would still recommend you to go through that path where you built a DAG with just one server.Move all the mailboxes decomission the existing servers and then join to the DAG.

Author Comment

ID: 34967689
mboppe, sorry my above post was not all that clear!! the issue is that my server Operating system is 2008 STANDARD edition. It needs to be Enterprise in order for DAG to work. As Fail Over Cluster services are required. DAG will still work with a standard edition of Exchange.

My challenge is to get a Standard 2008 Server install (which has exchange on it) up to Enterprise edition without breaking Exchange.

LVL 23

Expert Comment

by:Malli Boppe
ID: 34968790
Sorry Charhall_IT
I know to use DAG you need windows enterprise.
Their is no way you can upgrade windows 2008 standard server to windows 2008 enterprise and and use DAG.
I insist you read the link again if you haven't.
In my previous post I meant to say "It tells about how migrate from a windows 2008 stanadard edition into a DAG "

Accepted Solution

CharHall_IT earned 0 total points
ID: 35144100
I tested this in our test environment and managed to get it to work. stopped all exchange services before using the DCIM tool. However, the upgrade uninstalls a Windows component called WinRM IIS extension. Needs to be reinstalled as per this link:

I was able to conenct to exchange after this. However going to do this in prodection this weekend and will need to see how OWA etc is affected.

Will update.
LVL 23

Expert Comment

by:Malli Boppe
ID: 35144117
Thanks Charhall_IT for the update. Learnt some thing new.
LVL 74

Expert Comment

by:Glen Knight
ID: 35372808
This question has been classified as abandoned and is being closed as part of the Cleanup Program. See my comment at the end of the question for more details.

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