N-bromobutanimide → HCID 22935596, compound

Participants

Reaction Steps

N-bromosuccinimide (2.1 g, 11.6 mmol) was added to a solution of 2,2,4,6-tetramethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran (3.1 g, 11.6 mmol) in acetonitrile (30 ml) with ice cooling and the mixture was stirred at room temperature for 1.5 hours. The resulting mixture was concentrated under reduced pressure. After the remaining solids were removed with filtration, the filtrate was concentrated under reduced pressure. The residue was purified using silica gel column chromatography (hexane) to obtain 2.67 g (yield 67%) of the title compound via recrystallization (methanol). mp. 116–118° C.

Provenance & Evidence