Process for producing 4-acetoxybenzoic acid

Details Process for producing 4-acetoxybenzoic acid Process for producing 4-acetoxybenzoic acid

1985-09-25

1987-05-12

Trousof, Natalie

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

562421, 562475, C07C 69017, C07C 6503, C07C 6708, C07C 51245

Patent

active

046652159

ABSTRACT:
A process is provided for the production of 4-acetoxybenzoic acid 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 acetylated with an acetylating agent such as acetic anhydride to form 4-acetoxyacetophenone. The 4-acetoxyacetophenone is then oxidized with oxygen in the presence of manganese cations and acetic acid as catalysts and a co-reductant or promoter to form 4-acetoxybenzoic acid. The acetylation of the 4-hydroxyacetophenone has the effect of "masking" the hydroxyl group of the latter compound in a manner necessary to effect the subsequent oxidation of the ketone group of the 4-acetoxyacetophenone.

REFERENCES:
patent: 2673217 (1954-03-01), Hull
patent: 2952703 (1960-09-01), McKeever et al.
patent: 2995598 (1961-08-01), Bauer
patent: 3014961 (1961-02-01), Nelles et al.
patent: 3539592 (1970-11-01), Crowther et al.
Kobayashi et al., Chem. Abst., vol. 66, Abstract No. 655236z, 1967.
Kato et al., Chem. Abst., vol. 85, Abstract No. 5360g, 1976.
Grant, ed., Hackh's Chemical Dictionary 4th ed., 1969 p. 687.
McOmie, ed., Protective Groups in Organic Chemistry, 1973, pp. 171-182.

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