Process for the preparation of butyl 2-phenylcyclopropanecarboxy

Details Process for the preparation of butyl 2-phenylcyclopropanecarboxy Process for the preparation of butyl 2-phenylcyclopropanecarboxy

1991-09-05

1992-06-02

Killos, Paul J.

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

Organic compounds

Carboxylic acid esters

C07C 6976

Patent

active

051188341

ABSTRACT:
Butyl 2-phenylcyclopropanecarboxylate is prepared by reacting 5-phenylbutyrolactone in a butanol solvent in the presence of HCl in a molar ratio of 5-phenylbutyrolactone to butanol of 1:1 to 1:5 in the absence of a catalyst at 0.degree. to 50.degree. C., thereby producing 4-chloro-4-phenylbutanoate, removing butanol and water from the ester product by distillation, and cyclizing the 4-chloro-4-phenylbutanoate without purification in a solution of a sodium butoxide in the corresponding butanol at 50.degree. to 150.degree. C. and at a molar ratio of alcoholate to chlorine compound of 1:1 to 3:1.

REFERENCES:
patent: 4012430 (1977-03-01), Verbrugge
patent: 4220591 (1980-09-01), Holan
patent: 4264606 (1981-04-01), Ozawa
patent: 4360690 (1982-11-01), Fuchs et al.
patent: 4418202 (1983-11-01), Fayler
Arenal, I. et al., Synthesis (8) 773-5 1985.
Gaudemar-Bardone, F. et al., Synthesis, (12) 1130-3 1987.

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