Process for producing pyrethrolone and its intermediate compound

Details Process for producing pyrethrolone and its intermediate compound Process for producing pyrethrolone and its intermediate compound

1992-06-11

1993-07-06

Reamer, James H.

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

Organic compounds

Oxygen containing

568348, C07C 4562

Patent

active

052256057

ABSTRACT:
Pyrethrolone of the formula [II], ##STR1## is produced by reacting a cyclopentenolone derivative of the formula [I], ##STR2## with zinc in an aqueous alcohol solvent. And the cyclopentenolone derivative of the formula [I] is produced by reacting a propargylcyclopentenolone derivative of the formula [III], ##STR3## with vinyl halide in the presence of a palladium catalyst, a copper catalyst and a tertiary amine. These processes permit easy production of pyrethrolone of the formula [II] and an intermediate compound of the formula [I] for the production of the pyrethrolone.

REFERENCES:
Agric. Biol. Chem., 54(9), 2473-2476, 1990, Millar: "Synthesis of 9Z, 11E, 13-Tetradecatrienal, the Major Component of the Sex Pheromone of the Carob Moth, Ectomyelois ceratoniae (Lepidoptera: Pyralidae)".
Ratovelomanana et al., Tet. Letters, vol. 22, pp. 315-318 (1981).
Naf et al., Helv. Chim. Acta, vol. 58, pp. 1016-1036 (1975).
Boland et al., Helv. Chim. Acta., vol. 70, pp. 1025-1040 (1987).
Journal of the Chemical Society 1956, Letchworth GB, pp. 3963-3971, L. Crombie et al., "Experiments on the Synthesis of the Pyrethrins. Part XI. Synthesis of cis-Pyrethrolone and cis-Pyrethrin I: Introduction of the cis-Penta-2: 4-dienyl System by Selective Hydrogenation," pp. 3963, 3965, 3969.
Chemical Abstracts, vol. 114, 1991, Columbus, Ohio, US; abstract No. 246862v, Tkakagaki, Tohei et al., "Preparation of 4-oxo-2-methyl-3-(4-penten-2-ynyl)-2-cyclopentenyl esters as intermediates for pyrethrins", p. 719; column 2; & JP-A-3 014 541 (Sumitomo Chemical Company, Ltd.), 23 Jan. 1991.

Affiliated with

Also associated with

Rating

Process for producing pyrethrolone and its intermediate compound does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for producing pyrethrolone and its intermediate compound, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for producing pyrethrolone and its intermediate compound will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1691273