Dialkylaminophenylethyl (or vinyl) cyclopropyl carbinols

Details Dialkylaminophenylethyl (or vinyl) cyclopropyl carbinols Dialkylaminophenylethyl (or vinyl) cyclopropyl carbinols

1978-03-13

1979-08-28

Douglas, Winston A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C 9140

Patent

active

041660749

ABSTRACT:
Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester. The intermediate iodides are prepared by condensing a methyl cyclopropyl ketone with an aromatic aldehyde to give an arylvinyl cyclopropyl ketone, reducing the latter to an arylethyl cyclopropyl carbinol or arylvinyl cyclopropyl carbinol, treating the carbinol with phosphorus tribromide and then with zinc bromide to give an arylalkyl or arylalkenyl bromide, and then replacing the bromine atom by iodine. The invention herein claimed relates to intermediate arylethyl cyclopropyl carbinols and arylvinyl cyclopropyl carbinols wherein aryl is phenyl substituted by dialkylamino.

REFERENCES:
johnson et al., "J. Am. Chem. Soc.", vol. 90, pp. 6225-6226 (1968).

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