Currently have Ex2010 SP3R8V2, Ex2013CU4.  If I change my Amail.domain.com to point to the 2013 CAS', everything works fine.  However, when I change Bmail.domain.com to point to the 2013 CAS', outlook clients cannot connect.  Get "Trying to connect", and then "Disconnected".  In outlook, "Exchange Proxy Settings" point to Bmail.domain.com, and uses NTLM

EX2010 Outlook Anywhere:

External URL : Bmail.domain.com

Internal blank

ClientAuthenticationMethod: ntlm

IIS Authentication : ntlm

Ex 2013 Outlook Anywhere:

External URL : Bmail.domain.com

Internal Amail.domain.com

ClientAuthenticationMethod: ntlm

IIS Authentication : ntlm

NOTE:

2010 ClientAccessArray points to Amail.domain.com

I should also note - OWA points to Amail.domain.com, works fine.  Should also note that when I point bmail.domain.com, External Lync access also breaks.  So, pointing amail.domain.com to EX2013, everything works fine, as soon as I point Bmail.domain.com to EX2013, outlook access and Lync external access breaks

I'm stumped - any ideas?

Hi

As per the information and details provided by you, to connect outlook to exchange 2013, please follow these steps: -

Use the following steps to setup your Microsoft Exchange 2013 mailbox with your Outlook email client.

1. Click the Windows Start > Control Panel > Mail.

Note: - Depending on the version of Windows you are running. You may need to switch to Classic view to find the Mail entry or it might be labeled 32-bit.

1. Click Show Profiles > Add, enter a name of this profile, and then select OK.
2. On the Auto Account Setup page of the Add New Account wizard, select Manually configure server settings or additional server types, and then click Next.
3. On the Choose Service page, select Microsoft Exchange or compatible service, and then click Next.
4. On the Server Settings page, perform the following actions:
   • In the Server text box, type Outlook.
   • Select the Use Cached Exchange Mode check box.
   • In the User Name text box, enter your email address.
   • Click More Settings.

1. In the Microsoft Exchange dialog box, click the Connection > Connect to Microsoft Exchange using HTTP check box. Then, click Exchange Proxy Settngs.
2. In the Microsoft Exchange Proxy Settings dialog box, perform the following actions:
   • In the Use this URL to connect to my proxy server for Exchange text box, enter mex06.emailsrvr.com.
   • Select both the On fast networks and On slow networks check boxes.
   • Under Proxy authentication settings, select Basic Authentication.
   • Click OK.
3. In the Exchange dialog box, click Apply and then click OK.
4. On the Server Settings page, click Check Name, type your password, and then Click OK.

Note: If you receive a pop-up message asking you to select your mailbox from a list, select your mailbox and click OK.

Your name will then be highlighted and a line will appear below the User Name field, which indicates your profile has been configured.

Note: The server name resolves to a unique string that is different with every mailbox. Do not attempt to replicate this information with other accounts.

1.  Click Next, and on the next page, click Finish.
2. Open Outlook to select your new Exchange profile.

Thanks and regards

Alexa@J

• Edited by Goyal Shweta 1 hour 9 minutes ago

Hi

As per the information and details provided by you, to connect outlook to exchange 2013, please follow these steps: -

Use the following steps to setup your Microsoft Exchange 2013 mailbox with your Outlook email client.

1. Click the Windows Start > Control Panel > Mail.

Note: - Depending on the version of Windows you are running. You may need to switch to Classic view to find the Mail entry or it might be labeled 32-bit.

1. Click Show Profiles > Add, enter a name of this profile, and then select OK.
2. On the Auto Account Setup page of the Add New Account wizard, select Manually configure server settings or additional server types, and then click Next.
3. On the Choose Service page, select Microsoft Exchange or compatible service, and then click Next.
4. On the Server Settings page, perform the following actions:
   • In the Server text box, type Outlook.
   • Select the Use Cached Exchange Mode check box.
   • In the User Name text box, enter your email address.
   • Click More Settings.

1. In the Microsoft Exchange dialog box, click the Connection > Connect to Microsoft Exchange using HTTP check box. Then, click Exchange Proxy Settngs.
2. In the Microsoft Exchange Proxy Settings dialog box, perform the following actions:
   • In the Use this URL to connect to my proxy server for Exchange text box, enter mex06.emailsrvr.com.
   • Select both the On fast networks and On slow networks check boxes.
   • Under Proxy authentication settings, select Basic Authentication.
   • Click OK.
3. In the Exchange dialog box, click Apply and then click OK.
4. On the Server Settings page, click Check Name, type your password, and then Click OK.

Note: If you receive a pop-up message asking you to select your mailbox from a list, select your mailbox and click OK.

Your name will then be highlighted and a line will appear below the User Name field, which indicates your profile has been configured.

Note: The server name resolves to a unique string that is different with every mailbox. Do not attempt to replicate this information with other accounts.

1.  Click Next, and on the next page, click Finish.
2. Open Outlook to select your new Exchange profile.

Thanks and regards

Alexa@J

• Edited by Goyal Shweta Tuesday, March 24, 2015 6:13 AM

Thank you - however, all mailboxes are still on EX2010 - just trying to get the environment pointed to 2013 so that it can proxy and we can start migrating mailboxes

Please check this url and see if it is related to your issue.

http://www.bctechnet.com/exchange-20102013-co-existence-experience/

Well, the portion that does appear to be the same is that my 2010 ClientAccessArray points to Amail.domain.com (same as my internal Outlook Anywhere URL) - is there anyway around this, or do I have to change my 2010 CAS array (to point to each 2010 CAS)? 

For testing purpose I would suggest to change Internal Outlook anywhere URL for exchange 2013 to something else then check if it is working.

Hi,
 
According to your description, I understand that Outlook client cannot connect to Exchange server when change DNS record to Exchange 2013 CAS.
If I misunderstand your concern, please do not hesitate to let me know.

I want to double confirm whether you change virtual directory and autodiscover DNS record to Exchange 2013.
If not, please complete this migration first. I find an article about Step by step to migrate Exchange 2007 to Exchange 2013, for your reference:
http://blogs.technet.com/b/meamcs/archive/2013/07/25/part-2-step-by-step-exchange-2007-to-2013-migration.aspx
 
If issue persists, I recommend you run Microsoft Remote Connectivity Analyzer(https://testconnectivity.microsoft.com/) to get more details and also narrow down this issue. 

Hello Therese,

Presume you are using host files to override final DNS changes for your testing on the laptop/userPC?

Sounds like Internal autodiscover works, and so does the OA connection to CAS 2013.
Are you hit (ping, portqryUI to port 443) to Bmail.domain.com from that same laptop/userPC (put the external IP of Bmail.domain.com in the laptops host file)

Some organizations do not allow an "intranet" connected machine to resolve or connect by going outside through DMZ and coming back in, to hit the external namespace. Since even lync breaks with Bmail.domain.com this smells more like a network config.

Try the TestExchangeConnectivity, or even the offline client on the laptop PC
https://testconnectivity.microsoft.com/