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antoniokingFlag for United Kingdom of Great Britain and Northern Ireland

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Exchange 2010 - Send As Distribution Group

All user accounts have a primary domain address and an alias address (different domain)
Some users need to send emails from the alias address, but Exchange does not allow sending from your non primary address. I always receive an undeliverable when trying this in Outlook.

So, I have removed the address from the user's record. Created a distribution group and added the address to that group. Added the user as a member of the group and granted Send As permission to the user for the group.

Why, when I they try to send emails via Outlook from the distribution group does Exchange return an Undeliverable...
"You can't send a message on behalf of this user unless you have permission to do so. Please make sure you're sending on behalf of the correct sender, or request the necessary permission. If the problem continues, please contact your helpdesk."

Thanks in advanced!

p.s. It has been over 12 hours since the group was created.
SOLUTION
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Rory Clerkin
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According to a comment on this Technet article it can take a couple of hours to apply. In the past it has applied immediately for me (using Exchange 2007)
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Hi Red-king
Thanks for the powershell command. I've just ran this for new group, granting rights to the user.

I read restarting the info store will save you having to wait hours for the changes.
I restarted the Information Store service (I can get away with this during the working day as we have a small store... it restarts in less than a minute)

I've just tried sending from the distribution group and it has returned undeliverable again.
Have you also restarted Outlook?
I have often found I need to do this to have Outlook refresh the users log in to Exchange and the permissions that go with it.
ASKER CERTIFIED SOLUTION
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Jamie McKillop
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The distribution group was not appearing in the address book so I was just typing the SMTP address.

I've updated the address book using the cmdlet..
update-GlobalAddressList -identity "Default Global Address List"

I then updated the address list in Outlook using the Send/Receive function

The distribution group now appears and I can send as it without issue.
Thanks for your help.
Thanks again!