N-bromobutanimide → HCID 14835344, compound

Participants

Reaction Steps

A solution of 24.5 g (0.11 mole) of 3-(4-ethylphenyl)-2,1-benzisoxazole in 330 ml of carbon tetrachloride was heated to reflux and treated with 19.6 g (0.11 mole) of N-bromosuccinimide and 10 mg of benzoyl peroxide. The mixture was maintained at reflux by illumination with a floodlamp for 20 min, at which time all insoluble material was floating. The mixture was cooled and filtered. The filtrate was washed with dilute sodium bicarbonate solution and the organic fraction was concentrated to a yellow solid. The solid was recrystallized from 200 ml of isopropanol to give 29.0 g (87%) of yellow crystals, m.p. 105.5°-8.0° C.

Provenance & Evidence