Messages stuck in outbox when using "Send to Mail recipient" and outlook is closed

A user who uses RPC over https all the time on his desktop in the office. In general
he has no problem to send/receive emails. But when he tried to send a File through right click - > send to -> Mail recipient , New Email window opens and He changes
the subject and add receipt and send email when outlook is close. The email stuck in outbox.
any idea and how to fix it?
Thanks in advance. 

Hi,
As what Roady says, it is an expected behavior. This is because the
“spooler” which is something that manages the MAPI transports is working when Outlook is running. So when you sending messages when Outlook is not running, there is no spooler running, and so nothing is going to send your mail. The next time you launch Outlook,
you will see the mail in the Outbox.
For more information about this behavior, please refer to A trip back in time—the evolution of Outlook part of the following link:
http://blogs.technet.com/b/office_resource_kit/archive/2013/08/15/the-mysterious-outlook-outbox.aspx
Regards,
Winnie Liang
TechNet Community Support

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