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Microsoft Word crashes when 'updating' T.of Contents

I am in charge of updating a 178 page application user-manual at work. This manual has a Table of Contents, images (screenshots of our application) and text. it really isn't all that fancy. It does not use any Word 'HEADER' designs, just self-made BOLD text followed-up by bulleted lists.

This manual is now being updated using Word 2010. It was originally created in Word 2003, and later updated in Word 2007.

Here is the problem... while doing some serious updating to bring the manual forward several versions to match our most recent app. update I need to 'update' the T.o.C. When I click on the UPDATE TOC that appears as a button above the Table of Contents, Word freezes and never recovers (have waited as much as 10 minutes) and I force it to close (Task Manager) <<OR>> it just craps out by itself.
Our manual is very long and it would be a realy effort to have to re-type the entire T.O.C.
Help!
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Paul Sauvé
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