Water → N-(3-bromo-2-butyl-5-benzofuranyl)Methanesulfonamide

Participants

Reaction Steps

5.34 g (0.02 mol) of N-(2-butyl-1-benzofuran-5-yl)methanesulfonamide (II) is dissolved in 60 mL of dichloromethane and 5.34 g (0.03 mol, 1.5 eq) of N-bromosuccinimide in 60 mL of acetonitrile is added dropwise at −8±2° C. in 30 min. The reaction mixture is stirred for 3 hours at this temperature and then is poured into 150 mL of water. The product is extracted with 2×60 mL of dichloromethane. The organic layer is evaporated and the residue is purified by column chromatography (spheric silica; eluent: toluene:methanol=7:3) to give 4.89 g (71%) of the title compound (IIIb) as an orange solid.

Provenance & Evidence