反应详情

温度

50 °C

A solution of 3-(2′,4′-dichlorobiphenyl-4-ylsulfonamido)-N,N-dimethylbenzamide (130 mg, 0.29 mmol) in THF (5 mL) was stirred at room temperature and 1 M borane in THF (1.45 mL, 1.45 mmol) was added. The solution was heated at 50° C. for 45 minutes. The mixture was then cooled and saturated ammonium chloride (5 mL) was added. The mixture was further diluted with water (10 mL) and extracted with EtOAc (3×15 mL). The combined organic layers were dried over MgSO4, filtered and evaporated. The residue was purified by column chromatography (SiO2, 20% acetone/hexane) and the title compound obtained as a light yellow glass (73 mg). 1H NMR (300 MHz, CDCl3): δ 2.49 (6H, s), 3.87 (2H, s), 6.69 (1H, br s), 7.05-7.35 (6H, m), 7.49-7.50 (3H, m) and 7.81 (2H, d, J=9 Hz). MS, m/z: Calcd, 434.062. Found, 434.17 (M).

1. temperatureThe mixture was then cooled
2. extractionextracted with EtOAc (3×15 mL)
3. dry with materialThe combined organic layers were dried over MgSO4
4. filtrationfiltered
5. customevaporated
6. customThe residue was purified by column chromatography (SiO2, 20% acetone/hexane)