N-bromobutanimide → HCID 14835378, compound

Participants

Reaction Steps

A mixture of 12.2 g (0.044 mole) of 5-chloro-3-(4-chlorophenyl)-7-methyl-2,1-benzisoxazole, 8.0 g (0.045 mole) of N-bromosuccinimide, 0.1 g of dibenzoylperoxide and 500 ml of carbon tetrachloride was heated at reflux under white light illumination for 2 hr. The hot mixture was filtered and the filtrate was washed once with sodium bicarbonate solution, dried (sodium sulfate) and concentrated to give a solid as residue. The solid was recrystallized from acetonitrile to give 12.8 g (81%) of crude product. A portion of the solid was chromatographed on silica gel. The purified product was recrystallized from acetonitrile to yield an analytical sample of pale yellow solid, m.p. 145°-147° C.

Provenance & Evidence