Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ketone doai
Patent
1987-05-27
1989-05-09
Reamer, James H.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Ketone doai
568325, 568329, 568330, 568314, 560 53, 549501, 549498, 514679, 514683, 514461, 514530, 514531, A61K 3112
Patent
active
048290912
ABSTRACT:
An improved method for the decarbalkoxylation of alkylated .beta.-keto esters to obtain high yields of ketones. In accordane with the method, decarbalkoxylation of alkylated .beta.-keto esters is accomplished by heating the esters in the presence of dilute aqueous alkali and an effective amount of a phase-transfer agent. The method produces commercially practical yields of ketone in a manner which is facile, economical and environmentally safe. Novel methylene-linked pyrethroid ketones produced from the improved method exhibit insecticidal activity against various agricultural pests.
REFERENCES:
patent: 4206230 (1980-06-01), Paul
patent: 4218468 (1980-08-01), Paul
patent: 4713392 (1987-12-01), Elliott et al.
A. Paul Krapcho et al., "Decarbalkoxylations of Geminal Diesters, .beta.-Keto Esters and .alpha.-Cyano Esters Effected by Sodium Chloride in Dimethyl Sulfoxide," Tetrahedron Letters 12: 957-960 (1973).
P. E. Berteau et al., "Pyrethroid-Like Biological Activity of Compounds Lacking Cyclopropane and Ester Groupings," Science 161: 1151-1153 (1968).
D. H. Hunter et al., "Synthetic Applications of Crown Ethers; The Malonic Ester Synthesis," Synthesis, pp. 37-39 (1977).
A. Paul Krapcho, "Synthetic Applications of Dealkoxycarbonylations of Malonate Esters, .beta.-Keto Esters, .alpha.-Cyano Esters and Related Compounds in Dipolar Aprotic Media-Part I," Synthesis pp. 805-822 (1982).
Brown Richard T.
Mills Frank D.
Mills, Jr Giles D.
Reamer James H.
Sadowski David
Silverstein M. Howard
The United States of America as represented by the Secretary of
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