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

Temperature

150 °C

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%).

1. temperatureAfter cooling
2. customdimethylsulfoxide was removed by distillation under reduced pressure
3. additionan aqueous sodium chloride solution was added
4. extractionthe mixture was extracted with ethyl acetate
5. washThe organic layer was washed with an aqueous ammonium chloride solution
6. dry with materialdried over magnesium sulfate
7. customthe solvent was removed by distillation under reduced pressure
8. concentrationThe residual concentrate
9. distillationwas further purified by distillation

ORD record

ord-7f9f433c010f404f963a4c106b3ddb90

Source dataset

uspto-grants-1997_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05594081