Clearing outdated results comes down to one question: do you control the site?...

https://dibz.me/blog/whats-the-safest-way-to-remove-a-page-without-causing-a-bigger-seo-mess-1073

Clearing outdated results comes down to one question: do you control the site? If it’s your site, fix the page and use the "Refresh Outdated Content" tool to force an update. If it’s a site you don’t own, use Google’s "Removals" tool to hide the link