Dimethyl Sulfoxide → Ethyl 3-(2-bromophenyl)-3-methylpropionate

Participants

Reaction Conditions

Reaction Steps

To a solution of crude ethyl 3-(2-bromophenyl)-2-ethoxycarbonyl-3-methyl-propionate (52.96 g, 168.13 mmole) in the mixture of dimethylsulfoxide (250 ml) and water (3 ml) was added lithium chloride (14 g), and the resulting mixture was heated at 150° C. for 2.5 hours. After cooling, dimethylsulfoxide was removed by distillation under reduced pressure, an aqueous sodium chloride solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with an aqueous ammonium chloride solution, dried over magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The residual concentrate was further purified by distillation to give ethyl 3-(2-bromophenyl)-3-methylpropionate (28.04 g, 65%).

Provenance & Evidence