Process for the preparation of ketones

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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568314, 568396, 568388, C07C 4565, C07D30746

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active

052741362

ABSTRACT:
An improved method for the decarbalkoxylation of alkylated .beta.-keto esters to obtain high yields of ketones. In accordance 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.

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patent: 4218468 (1980-08-01), Paul
patent: 4713392 (1987-12-01), Elliott et al.
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).
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).

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