If you mark your Chapters with Word built-in style 'Heading 2', then when you save-as html (preferably webpage-filtered format) the chapter html markup will automatically be <h2>...</h2>.
Style 'Heading 1' produces <h1>...</h1>
Style 'Heading 3' produces <h3>...</h3> etc... etc
You can then use these tags in the Calibre Convert - StructureDetection and TOC pages.
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