Process for producing acyloxy aromatic carboxylic acids

Details Process for producing acyloxy aromatic carboxylic acids Process for producing acyloxy aromatic carboxylic acids

1985-09-25

1987-09-08

Moyer, Donald B.

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

Organic compounds

Carboxylic acid esters

260406, 560138, 560139, 560141, 560142, 560143, 560144, 562421, 562475, C07B 4108, C07C 51245, C07C 5952, C07C 69017

Patent

active

046925465

ABSTRACT:
Acyloxy aromatic carboxylic acids, e.g., 4-acetoxybenzoic acid, are prepared by oxidizing with oxygen an acyloxy aromatic ketone, e.g., 4-acetoxyacetophenone in the presence of manganese cations and a lower-carboxylic acid anhydride as catalyst and a co-reductant or promoter. The acyloxy aromatic ketone may be prepared by acylating a hydroxy aromatic ketone, e.g., 4-hydroxyacetophenone, which has the effect of "masking" the hydroxyl group of the ketone in a manner necessary to effect the subsequent transition-metal catalyzed oxidation of the ketone to the acyloxy aromatic carboxylic acid.

REFERENCES:
patent: 2673217 (1954-03-01), Hull
patent: 2833825 (1958-05-01), Lewis
patent: 2952703 (1960-09-01), McKeever et al.
patent: 3539592 (1970-11-01), Crowther et al.
Dann et al., Annalen der Chemie, 587 Band, pp. 1-15 (1954).
Den Hertog et al., Journal of Catalysis, vol. 6, pp. 357-361 (1966).
Khandual et al., Chemical Abstracts, vol. 77, Abstract No. 125628g (1972).
Simons et al., Journal of the American Chemical Society, vol. 61, pp. 1795-1796 (1939).
Simons et al., Journal of the American Chemical Society, vol. 62, pp. 485-486 (1940).
Van Helden et al., Rec. Trav. Chim., vol. 80, pp. 57-81 (1961).

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