exchange server upgrade

Posted on 2012-09-13
Last Modified: 2012-09-19
My company is in the process of upgrading our exchange server from 2003 to 2010.
As part of the process we set up a dev environment in which we have a VM of our production 2003 server a VM of our new 2010 exchange. We created a VM of our domain controller which was on server 2003 has been upgraded to server 2008 R2.
We seem to be running into an issue with the 2003 exchange server, it is losing the trust with the domain controller and and we can not do a mailbox move from the 2003 database to the 2010 database.

In the environment i described how do we prevent our old 2003 server from losing the trust relationship with the domain controller?

I should point out that the dev environment is setup using vmware server and all machines are set to host only
Question by:dcircolone
    LVL 63

    Expert Comment

    by:Simon Butler (Sembee)
    You in place ugpraded the domain controller?

    Don't think I would have done that myself - almost certainly that will have caused issues. I find that in place upgrades have a very high failure rate. Build a new DC and then add it to the domain and DCPROMO woudl be my preferred method.

    This is a domain issue more than an Exchange issue. Look through the event logs, particularly of the domain controller to see if you are getitng any Keberos errors.

    LVL 52

    Expert Comment

    How many DC's do you have in total now ?
    Does the Exchange work fine with the old DC as if so we can hardcode it :)
    How was the W2k3 server upgraded to W2k8 as there isnt a In-place upgrade options with a DC\GC ... if you did it this way was the old W2k3 DC that was upgraded removed with Metadata ?
    What is the current Domain Functionality ?
    Where are the FSMO roles ?

    - Rancy

    Author Comment

    Sorry for the misunderstanding, we did build a new 2008 server vm and pronoted it to a DC, we also, we have a VM of our current DC for replication, once the replication was complete we demoted the 2003 DC so we only would have the 2008 DC in our Dev setup
    LVL 52

    Expert Comment

    W2k3 demoted and E2k3 still around ?
    Ohk was it demoted gracefully ?

    - Rancy

    Author Comment

    w2k3 was demoted gracefully if I understand what you are asking and the VM was turned off so now we have our 2008 DC a 2010 exchange server and a 2003 exchange server which is a VM of our production exchange server
    LVL 33

    Expert Comment

    As Simon stated and it is clear by what you mentioned this is more of a mess in AD than Exchange, so what are the event viewer telling us? Are you seeing the new DC listed in Event id 2080 on Exchange box?

    Can Exchange 2003 discover the new DC? If not, then yes you are in for a treat to solve a good issue.

    Does Exchange box still having instances of old DC - as in is it pointing to old box for DNS?

    What does dcdiag / netdiag (basics for AD Troubleshooting) telling us about issues?


    Author Comment

    Actually I think we may have fixed the issue by using netdom to remove the 2003 exchange server from the domain and then readding it using netdom. so far we are able to now login to the 2003 exchange server and I am in the process of building the 2010 server.

    Hope all goes well with the mailbox moves, If anyone has any advice on the best way to migrate mailboxes from 2003 to 2010 it would be very helpful

    Accepted Solution

    I tested the exchange 2010 install logged in from a client PC and set up outlook using the 2003 server, did a mailbox move on the 2010 server and the user mailbox changed from legacy to user mailbox.
    Checked the 2003 exchange server and the user mailbox was removed.
    Logged into the client PC again opened outlook and it now was retrieving email but was getting mail from the 2010 server.

    I think I know have what I need to test my exchange upgrade from 2003 to 2010

    Author Closing Comment

    none of the experts gave a sufficient answer and I had to solve the problem on my own

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