If you’re trying to scrub old content from Google, your first step depends on...

https://reportz.io/technology/how-do-i-keep-dead-urls-from-creating-a-bad-user-experience-in-search/

If you’re trying to scrub old content from Google, your first step depends on who owns the site. If you control the URL, delete the page and ensure it returns a true 404 status. Use Google’s "Refresh Outdated Content" tool to signal the change