Process for producing 4-acetoxyacetanilide

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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564223, C07C10346, C07C10338

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045607893

ABSTRACT:
4-Acetoxyacetanilide is produced by subjecting phenyl acetate to a Fries rearrangement or phenol and an acetylating agent to a Friedel-Crafts acetylation to form 4-hydroxyacetophenone which is then reacted with hydroxylamine or a hydroxylamine salt to form 4-hydroxyacetophenone oxime. The oxime is then subjected to a Beckmann rearrangement and accompanying acetylation with acetic anhydride to form the 4-acetoxyacetanilide.

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Fieser and Fieser, Organic Chemistry, 3rd Ed., Reinhold Publ. Corp., New York, 1956, pp. 211-212, 627.

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