Word to PDF does not keep hyperlinks in Table of Contents ?

I have used my free trial of Adobe CreatePDF before purchasing the annual subscription.
I was surprised to see that the PDF document did not keep the clickable hyperlinks that Word uses in a Table of Contents. As this is the exact same behaviour as the "Save as PDF ..." option that I have natively available on my computer I don't see the point of paying a subscription to the service. Or am I doing something wrong?
MAC OS X Lion (10.7.2)
Office for Mac 2011
150-page .doc document with Section, Chapter, and various Heading Styles defined
WORD automatically-built Table of Contents
In the WORD document, the page numbers in the Table of Contents are hyperlinks to the concerned page
Convert WORD to PDF using "Save as PDF ..." option in the "Print..." dialog box
       ====> Table of Contents hyperlinks are not preserved (the page numbers are no longer clickable)
Convert WORD to PDF using Adobe CreatePDF
       ====> Table of Contents hyperlinks are not preserved (the page numbers are no longer clickable)
Am I missing something or is this the way it is intended (not) to work?
P.S.: I know that, on the MAC, I can use Preview to manipulate the PDF document I obtain through "Print..." > "Save as PDF...". One of the things I can do is to select the page numbers in the Table of Contents and add a 'link' to each. But this is a VERY cumbersome process. Actually, I have to create a link for each page number, one at a time, on a table of contents that may consist of in excess of 50 entries. As I have a collection of 50-odd documents and am on a schedule of distributing new versions every two weeks or so, this procedure is completely unusable. Hence my search for a (paid) service that converts my documents while preserving the hyperlinks of the Word-created Table of Contents. Either I am doing something wrong or such service does simply not exist ...

Good day fgrexsg,
You are correct in that the workflow you described will not produce links in the resulting PDF files.  The steps that Lori outlined work great if you're working on Office for Windows in terms of getting the links to work when converting using the CreatePDF service. 
In order to make this work on the Mac, you'll have to take a few extra steps within Office first.
You're going to have to repeat this step for each item in your TOC.  While this will be time-consuming for a 150-page document, it will work.
Within your TOC, highlight the entire entry listing (e.g. Topic 1.........3)
Once the entire line is highlighted, choose Insert > Hyperlink
Click 'Document' to select a location within the current document.
Under the 'Anchor' option, either type in the Heading/Sub-heading (must be exact) of the page you want the hyperlink to attach to or click 'Locate' and find the proper Heading/Sub-heading within the structure.
As I said, this will probably be time-consuming on such a large document, but it will work. 
Unfortunately Office for Mac just simply isn't as full-featured as its Windows counterpart.
Please let me know if you have any questions.
Kind regards,
David
Acrobat Community Manager
Adobe Systems

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