Auto discover and Outlook anywhere cofiguration issue on Exchange 2010 & 2013 co-existance

Hi,

I installed Exchange 2013 in exchange 2010 co-existence, I am able to move mailboxes from Exchange 2010 to 2013. After moved I have strange issue that, all user's Outlook is keep pop-up with security certificate error and disconnects.

here is my scenario.

1. we have two DNS company.com & corp.company.com. both my exchange servers are in corp.company.com however smtp domain is username@company.com

2. before I change internal DNS, autodiscover entry was in corp.company.com and webmail was in both DNS. Now I pointed to new server with entries in same domain.

configured Outlook anywhere in exchange 2013 exchange.corp.company.com & same in exchange 2010. but now my users are unable to connect to Outlook with security certificate error. I have CA signed certificate for webmail.company.com.

with above said scenario, how can I solve this problem or can you please guide to verify the autodiscover, SCP, Outlook anywhere in both exchange versions? (I have one server in each 2010 & 2013) quick help would be really apprec

June 12th, 2015 5:58am

Hi Karthikeyan,

What's your other Exchange services (OWA, Availability service, OOF, OAB etc.) configurations? Which namespace is used in URLs?

We can test your autodiscover service from the following tool:

https://testconnectivity.microsoft.com/

It would test autodiscover service step by step and show the details for the issue. Please collect some information there. Additionally, I noticed the SMTP domain is username@company.com instead of username@corp.company.com, please confirm whether the autodiscover.company.com is pointed to Exchange 2013 and valid in your certificate. Maybe we can create a SRV record for your autodiscover service to point to webmail.company.com to have a try:

Service: _autodiscover
Protocol: _tcp
Port Number: 443
Host: webmail.company.com

For detailed steps to create SRV record, please refer to:

https://support.microsoft.com/en-us/kb/940881/en-us?wa=wsignin1.0

Regards,

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June 17th, 2015 10:40pm

Hi Karthikeyan,

What's your other Exchange services (OWA, Availability service, OOF, OAB etc.) configurations? Which namespace is used in URLs?

We can test your autodiscover service from the following tool:

https://testconnectivity.microsoft.com/

It would test autodiscover service step by step and show the details for the issue. Please collect some information there. Additionally, I noticed the SMTP domain is username@company.com instead of username@corp.company.com, please confirm whether the autodiscover.company.com is pointed to Exchange 2013 and valid in your certificate. Maybe we can create a SRV record for your autodiscover service to point to webmail.company.com to have a try:

Service: _autodiscover
Protocol: _tcp
Port Number: 443
Host: webmail.company.com

For detailed steps to create SRV record, please refer to:

https://support.microsoft.com/en-us/kb/940881/en-us?wa=wsignin1.0

Regards,

June 17th, 2015 10:40pm

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