N-bromobutanimide → Methyl 3-bromomethyl-4-methanesulfonyl-2-methylbenzoate

Participants

Reaction Steps

29.69 g of methyl 2,3-dimethyl-4-methylsulfonylbenzoate was dissolved in 260 ml of carbon tetrachloride, and 22.93 g of NBS and 1.0 g of benzoyl peroxide were added to heat at reflux for 2.5 hours. The reaction solution was cooled down, and insoluble matter was separated by filtration. The filtrate was concentrated under reduced pressure to give 56.58 g of viscous oil. The obtained oil was purified by column chromatography on silica gel with n-hexane/ethyl acetate=5/1 to give 18.98 g of the title compound as white crystals.

Provenance & Evidence