Water → HCID 14835352, compound

Participants

Reaction Steps

A mixture of 10.9 g (0.038 mole) of slightly impure 6-(bromomethyl)-3-phenyl-2,1-benzisoxazole, 9.8 g (0.15 mole) of potassium cyanide, 80 ml of dioxane, and 50 ml of water was heated at reflux under a nitrogen atmosphere for 2.5 hr. The mixture was diluted with 200 ml of methylene chloride and the layers were separated. The organic layer was washed twice with water, once with brine, and dried over sodium sulfate, and concentrated to give 7.5 g of gray solid as residue. The solid was chromatographed on 150 g of silica gel and the title compound was eluted with 1% methanol in benzene to yield 3.3 g (37%) of product, m.p. 148°-155° C.

Provenance & Evidence