Benzoyl Peroxide → HCID 14835351, compound

Participants

Reaction Steps

A mixture of 13.3 g (0.064 mole) of 6-methyl-3-phenyl-2,1-benzisoxazole, 11.3 g (0.064 mole) of N-bromosuccinimide, 0.1 g of dibenzoylperoxide and 225 ml of carbon tetrachloride was heated at reflux under illumination by a flood lamp for 2.5 hr. The mixture was filtered and the filtrate was washed with 100 ml of 5% sodium bicarbonate, dried over sodium sulfate, and concentrated to give a solid as residue. The solid was recrystallized from 2-propanol to give 12.9 g (71%) predominantly the title compound as a tan solid. A reference sample, m.p. 127°-128° C. was recrystallized thrice from 2-propanol, but a satisfactory analysis could not be obtained. A TLC of the solid showed one spot and the H1 and C13NMR and mass spectrum were consistent with the assigned structure.

Provenance & Evidence