1-bromo-3-chloro-1,2-diaryl-2-propanol, and erythro-1-bromo-3-chloro-1,2-diaryl-2-propanol of the selection process for the production

摘要

PURPOSE: To obtain azolylmethyloxiranes in the cis-form in high yield exhibiting good bactericidal activity, by radical bromination of a chlorohydrin to obtain selectively the subject compound in the erythro form, followed by reaction with 1,2,4-triazole or imidazole. ;CONSTITUTION: A chlorohydrin of formula I ((n) and (m) are each 1-3; R¹ and R² are each H, halogen, 1-6C haloalkyl, 1-5C alkoxy, 1-5C haloalkoxy, tert.-butyl or optionally substd. aryl) is subjected to radical bromination in an inert solvent to obtain selectively 1-bromo-3-chloro-1,2-diaryl-2-propanol in the erythro form which is a novel intermediate of formula II. The product is reacted with 1,2,4- triazole or imidazole in the presence of a base to obtain an azolylmethyloxirane in the cis-form of formula III (X is CH or N). The present method provides azolylmethyloxiranes in the shortest step without use of peroxides in the epoxidation.;COPYRIGHT: (C)1991,JPO