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Cannot restart apache after certificate replacement

Server Fault Asked by Kyle Banerjee on November 12, 2021

After accidentally letting our certificate expire, I generated a new private key and CSR with the command:

openssl req -new -keyout digitalcollections_ohsu_edu.key -out digitalcollections_ohsu_edu.csr

Private key had a passphase.

After installing everything, the server won’t come up. Error in the logs is:

Failed to configure encrypted (?) private key digitalcollections.ohsu.edu:443:0, check /etc/ssl/private/digitalcollections_ohsu_edu.key

Permissions on all files are good, the key is definitely the one used for the CSR, passphrase is correct (if I intentionally get it wrong, that appears in the logs).

Any idea where I should look?

One Answer

The problem turned out to be caused by my downloading the wrong cert.

If there's a moral to the story, don't trust cert names on the machine. I downloaded a Root/Intermediate cert rather than the Intermediate/Root one I needed because the default name of the former matched the file on the machine and the latter did not.

Once I downloaded the correct cert everything worked fine.

Answered by Kyle Banerjee on November 12, 2021

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