N-bromobutanimide → 2-(4-Methylphenyl)benzoic acid

Participants

Reaction Steps

A solution of 4-(2-formylphenyl)toluene (2 g, 10.2 mmol), N-bromosuccinimide (1.8 g, 10.1 mmol) and dibenzoyl peroxide 75% (0.26 g, 0.8 mmol) in 22 ml of dichloromethane is stirred at the temperature of reflux for 5 hours. Reaction mixture is filtered and evaporated to dryness under reduced pressure. Oily residue is suspended in 20 ml of brine and extracted with 20 ml of ethyl acetate. Organic layer is evaporated to dryness under reduced pressure to obtain 2.88 g of oily product.

Provenance & Evidence