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Certificate Services Support

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Purpose: SSL/TLS Certificate Installation Guide
For Apache2 on Mac OS 10.11.6 and up
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Need help generating a Certificate Signing Request (CSR) with this server? See our article here.

Before you begin...
  • Make sure you back up your Apache configuration files before making any changes. If you are replacing an existing certificate, do not delete the existing certificate or private key files in case you need to revert your previous configuration.
  • Never share private keys files. 
  • If you plan on using the same certificate on multiple servers always transfer the private key using a secure method (e-mail is not considered a secure method of transfer).
  • It is best practice to ensure that you have current and up to date Ciphers and Protocols to ensure the best security when deploying a new Private key and Server Certificate.
  • Make sure you run the SSL Server Test at the end of the installation process to check your certificate configuration against SSL/TLS Best Practices.
  • For more information on SSL/TLS Best Practices, click here.
Special notes for installation on using Terminal:
  • You must be able to sudo as root or have root access to the server in order to perform the commands below. Not being able to do so or having such access will lead to a permissions denied error. In this article, we will use the sudo command. If you are able to log in as root, disregard the "sudo" portion of the commands listed in this article.
  • You must have ssl turned on for your Apache server and you must have the site for which you are going to be installing the certificate enabled.
The installation is in four parts
1) Copy the certificate files to your server
2) Configure the Apache server to point  to certificate files
3) Test the configuration was successful
4) Restart the Apache server

Part 1 of 4: Copy the certificate files to your server

1. Extract the certificate files. Click the Download button in the pickup wizard to download your certificate files. Clicking the download button will produce a zip file that contains the following files:
  • ServerCertificate.crt: Your signed SSL/TLS certificate
  • ChainBundle1.crt: The Entrust Certificate chain bundled in a single file
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2. Copy the files to the System Keychain. Double click the ServerCertificate.crt file. On the pop-up that appears, select "System" and then click Add.
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You will be prompted to provide your Administrator password to continue. Do so and proceed to the next step.
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3. Keychain Access will open. Make sure you have selected, under Keychains, System. Under Category have selected Certificates. Note the certificate you just imported will appear, however, it will appear with an error.
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4. Do the same for ChainBundle2.crt to import the Entrust Certification Authority L1K Root and resolve this error. On the pop-up that appears, select "System" and then click Add. You will
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5. The server certificate file that was previously showing an error will now be valid.
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Note the location of these files as you will need to know this to complete the next part of this process. The directory should be: ~/Library/Keychains/, /Library/Keychains/, or /Network/Library/Keychains/

Part 2 of 4: Configure the Apache server to point  to Apache files

1. Find the Apache configuration file to configure it to point to these certificates. Mac OS's Apache configuration file for your site should be found in /etc/apache2/:

2. Now that you have located the configuration file, you must now edit the file so that your Apache server will point to the certificates you imported previously. You can edit the file either in Terminal or by using Finder to locate the .conf file, opening it in a text editor and editing the file within the text editor.

In the "Virtual Host" section, add the directives shown in bold below if they are not already included in the configuration file. If these directives are already included, simply modify the files that they point to such that each directive is pointing to the latest server certificate, certificate chain, and private key files.

DocumentRoot /var/www/html2
SSL Engine ON
SSLCertificateFile /etc/apache/ssl.crt/ServerCertificate.crt
SSLCertificateKeyFile /etc/apache/key.crt/yoursite.key
SSLCertificateChainFile /etc/apache/ssl.crt/ChainBundle2.crt

SSLCertificate file is your Server Certificate file (ServerCertificate.crt)
SSLCertificateChainFileis the Chain bundle file (ChainBundle2.crt)
SSLCertificateKeyFile is your server’s private key that was generated previously

Part 3 of 4: Test the configuration was successful

Test your Apache config with the following command:

sudo apachect1 configtest

Part 4 of 4: Restart the Apache server

Restart your Apache server by running the following command:

sudo apachectl restart

Your SSL/TLS Certificate should now be installed. If you have any questions or concerns please contact the Entrust Certificate Services support department for further assistance.

Hours of Operation:
Sunday 8:00 PM ET to Friday 8:00 PM ET 
North America (toll free): 1-866-267-9297 
Outside North America: 1-613-270-2680 (or see the list below) 
NOTE: It is very important that international callers dial the UITF format exactly as indicated. Do not dial an extra "1" before the "800" or your call will not be accepted as an UITF toll free call.
Australia0011 - 800-3687-7863
Austria00 - 800-3687-7863
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