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Office 365 and Exchange 2010 having problems with local user mailbox

Posted on 2015-01-20
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Last Modified: 2015-02-13
I have an issue right now. We are migrating to office 365 but we've only done a few users for testing. The rest of the users are still on the local exchange 2010 server. Recently we added a new user mailbox to the local exchange server but when we try to send email to that account it returns with a:

The email address wasn't found at the destination domain. It might be misspelled or it might not exist any longer. Try retyping the address and resending the message.

If that doesn't work, contact the recipient (by phone or instant messaging, for example) to check that the address is correct. If the problem continues, forward this message to your email admin.

For Email Administrators
For more tips to help fix this issue, see DSN 5.1.1 Errors in Exchange Online and Office 365.

I take a look at the mailbox and I see that it has no X400 address at all. It has 2 SMTP address, one to office 365 and one to our domain. The system is expecting the mailbox to be in office 365.

How do I fix this? I need this new local mailboxes to be reachable locally as well as those in office 365
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Question by:iamuser
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Expert Comment

by:Vasil Michev (MVP)
ID: 40561356
What kind of migration are you performing? Where is your MX pointing at? Can you send OK from another local mailbox? What about external? If the issue happens only when sending from Office 365 mailbox, make sure that the domain is configured as Internal relay in Exchange Online.
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Author Comment

by:iamuser
ID: 40562006
From an account in office 360 to a an account on the local exchange works. Emails from local accounts to accounts that have been migrated to office 365 last week works. It's just this one new account that seems to produce errors. After doing some research it seems that it takes 3 hours before office 365 realizes that the account is a local account. I can speed this up by doing a manual sync. But now I'm not sure how to do a manual sync
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Vasil Michev (MVP) earned 500 total points
ID: 40562030
Dirsync is not the problem here, you will not be able to see the account at all if it wasnt synced, let alone create a mailbox for it. Just for the sake of completeness, you can force a manual dirsync following the instructions here: http://blogs.technet.com/b/rmilne/archive/2014/10/01/how-to-run-manual-dirsync-_2f00_-azure-active-directory-sync-updates.aspx

To get back to the issue, did you check what the domain type is? Go to Admin -> Exchange -> Mail flow -> Accepted domains -> it should list "Internal Relay".
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Author Closing Comment

by:iamuser
ID: 40608381
exactly what I needed. Sorry for the late reply
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