If you need to scrub old search results, your first step is checking who...
https://www.bookmarkingqueen.win/when-outdated-search-results-haunt-your-brand-the-fix-depends-on-who-owns-the
If you need to scrub old search results, your first step is checking who controls the site. If you own it, remove the page and let Google re-crawl it. Use the "Remove Outdated Content" tool if the page is already gone but still showing up