ishitaka

Associate images and posts in the media library at once (set “Uploaded to”).
<h4>Supported media files</h4>
<ul>
<li>Images in post content</li>
<li>Featured images</li>
<li>WooCommerce products and product gallery images</li>
<li>Image Field in Advanced Custom Fields plugin</li>
<li>Image Field in Smart Custom Fields plugin</li>
</ul>

Associate Attachment

Associate the media library image with the post.

rockstarlab

<h4>Classic Editor Media Link</h4>
Enhance your WordPress Classic Editor experience with the Classic Editor Media Link plugin. This lightweight plugin seamlessly adds a convenient “Media Library” button directly into the default TinyMCE (Classic Editor) “Insert/edit link” dialog.
Instead of manually finding and pasting file URLs, you can now easily browse and select media files (such as PDFs, documents, images, or zip files) straight from your WordPress Media Library to create links instantly.
Key Features: 
* Time-Saving: Select files directly from the Media Library inside the Insert Link popup without leaving the editor. 
* Perfect Compatibility: Works flawlessly with the classic TinyMCE editor anywhere in WordPress, including the standard Classic Editor plugin, WooCommerce, and custom fields like Advanced Custom Fields (ACF) WYSIWYG editors. 
* No Bloat: A focused, lightweight tool that does exactly what you need.
Note: This plugin is designed specifically for the Classic Editor and classic TinyMCE instances. It is not intended for the Gutenberg Block Editor.

Classic Editor Media Link

Plugin adds Media Library Button to the default TinyMCE (Classic Editor) Insert Link dialog

Associate Attachment vs Classic Editor Media Link