Regarding
this thread, I did some digging around and found
another thread about the ToC updating:
Quote:
Originally Posted by davidfor
At the moment, there isn't a way to do it. The Kobo firmware loads the ToC into the database when it is first imported. If you replace the book, the firmwares default behaviour is to remove the book from the database and import the updated book as a new book. Which means you lose the reading status. The KoboTouch driver has a cheat so that this is not done. But, it means the ToC is not updated.
I have been, slowly, working on a solution to this. It will be added to my Kobo Utilities plugin. Hopefully I will be able to return to this soon.
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Has any progress been made on this?

Until then, I'll just replace the book and restore the bookmark from Kobo Utilities.