Water → HCID 14128055, compound

Participants

Reaction Steps

To the ice-cooled solution of 7-allyl-6-hydroxy-5-methyl-3-phenyl-1,2-benzisoxazole (4.5 g) in methylene chloride (200 ml), 7.6 g of m-chloroperbenzoic acid was added in small portions under agitation, and the solution was subsequently refluxed for 3 hours. After cooling the solution, water and 50 ml of an aqueous solution of 2N sodium hydroxide were added, and the mixture was subjected to extraction with methylene chloride. The methylene chloride layer was washed with water and dried. By distilling off the solvent, 4.6 g of 7,8-dihydro-5-methyl3-phenylfuro[2,3-g]-1,2-benzisoxazole-7-methanol was obtained. m.p. 130°-133° C. This compound exhibited a mass spectrum having a molecular ion peak at m/e 281.

Provenance & Evidence