While modern versions of Windows have a troubleshooter in the Settings app, Windows Server 2008 R2 relies on a Control Panel version or a standalone download. Go to Start > Control Panel . Search for Troubleshooter and select Troubleshooting . Select View all on the left pane and click Windows Update .
Ensure KB3020369 is installed first.
End of support for Windows Server 2008 and ... - Microsoft Learn windows update troubleshooter server 2008 r2 download
Download the System Update Readiness Tool (KB947821) for Windows Server 2008 R2 to fix component store corruption. While modern versions of Windows have a troubleshooter
Windows Server 2008 R2 reached the end of its Extended Security Update (ESU) lifecycle on . As a result, standard Windows Update services for this OS are no longer active unless your organization is using specific Azure-based or ESU-paid environments. Select View all on the left pane and click Windows Update
If you are facing issues with the update service on this legacy system, here is the current guidance for finding and using troubleshooting tools. 1. Built-in Windows Update Troubleshooter
Many update failures on this OS occur because specific "servicing stack" and "SHA-2" updates are missing. Updates will fail to install if these aren't present: