反应详情

温度

5 °C

N-(3-cyanomethyl-2-methyl-phenyl)-methanesulfonamide (3.75 g) was dissolved in 50 ml of dry tetrahydrofuran and cooled in an ice bath under an atmosphere of nitrogen. To this mixture was added 67 ml of 1M diisobutylaluminum hydride (DIBAL) in tetrahydrofuran. The mixture was stirred at 5° C. for 75 minutes. Excess reagent was decomposed with methanol and the solvent was evaporated. The residue was treated with EtOAc, washed with cold 1M hydrochloric acid, washed with brine and dried, and the solvent was evaporated. The residue was purified by silica gel chromatography eluting with methanol:dichloromethane (5:95), giving 1.1 g of N-[2-methyl-3(2-oxo-ethyl)-phenyl]-methanesulfonamide as a yellow oil.

1. temperaturecooled in an ice bath under an atmosphere of nitrogen
2. customthe solvent was evaporated
3. additionThe residue was treated with EtOAc
4. washwashed with cold 1M hydrochloric acid
5. washwashed with brine
6. customdried
7. customthe solvent was evaporated
8. customThe residue was purified by silica gel chromatography
9. washeluting with methanol:dichloromethane (5:95)