Process for preparing alpha-thienylacetic acid, esters and salts

Details Process for preparing alpha-thienylacetic acid, esters and salts Process for preparing alpha-thienylacetic acid, esters and salts

1979-07-24

1981-09-01

Siegel, Alan

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D33316

Patent

active

042873525

ABSTRACT:
A process is disclosed for preparing alpha-thienylacetic acid, alkyl esters and salts thereof by carbonylation of 2-chloromethylthiophene, characterized in that 2-chloromethylthiophene and carbon monoxide are reacted under atmospheric pressure and at a temperature ranging from 0.degree. to 60.degree. C., in an aqueous-alcoholic solution in the presence of a catalyst selected from the class consisting of Co.sub.2 (CO).sub.8, MCo(CO).sub.4 where M is selected from the class consisting of Na and K, and a system comprising a cobalt salt (such as cobaltous chloride), a ferro-manganese alloy and at least one sulphur-containing promoter (such as the alkaline sulphides and thiosulphates), and in the presence of an inorganic base, and the separating the alpha-thienylacetic acid from the resulting salt and/or ester obtained.

REFERENCES:
Chem. Abstracts (1964), 61, 13149.
Journal of Org. Chem., vol. 42, No. 22, 1972, pp. 3522-3524.
Chem. Abstracts (1965), 62, 38979.
JACS /91:19/ Sep. 23, 1970, pp. 5752-5753.
Org. Synth. Collective, vol. 3, pp. 197-199.
Beilstein, E. III/IV, 18, p. 268.
Weil et al., "Carbonylation of Org. Hal", Org. Synth. Via Metal Carbonyls, vol. II, (1977), pp. 517-543.

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