Ethanol → 3-Phenyl-2,1-benzisoxazole-5-acetic acid

Participants

Reaction Steps

A solution of 5.0 g (0.021 mole) of 3-phenyl-2,1-benzisoxazole-5-acetonitrile, 100 ml of ethanol, and 10 ml of 20% sodium hydroxide was heated at reflux under a nitrogen atmosphere for 20 hr. The solution was poured into 800 ml of water, let stand for 0.5 hr and filtered. The filtrate was treated with charcoal, filtered, and the filtrate made acidic with concentrated hydrochloric acid. The mixture was allowed to stand at ambient temperature overnight and then filtered. The filter cake was washed with water, air dried, and recrystallized from 2-propanol to yield 2.9 g (54%) of gray powder, m.p. 173°-174° C. with decomposition.

Provenance & Evidence