反应详情

温度

60 °C

To a stirred solution of N-(6-fluoro-3-hydroxy-2-methyl-phenyl)-3-(3-fluorophenyl)-5-methoxy-benzamide (500 mg, 1.35 mmol, 1.0 eq) in anhydrous THF (10 mL) under N2 was added a solution of BH3 (1M in THF, 7 mL, 6.77 mmol, 5.0 eq) dropwise over 5 min. The reaction mixture was heated to 60° C. overnight. After cooling, the resulting mixture was quenched by addition of saturated aqueous NH4Cl. Water was added and the aqueous layer was extracted with EtOAc. The combined organic extracts were dried (Na2SO4), filtered and evaporated in vacuo. The crude product was purified by column chromatography (petroleum ether:EtOAc, 100:1 to 20:1) to give the title compound as a colorless oil (390 mg, 81%).

1. temperatureAfter cooling
2. customthe resulting mixture was quenched by addition of saturated aqueous NH4Cl
3. additionWater was added
4. extractionthe aqueous layer was extracted with EtOAc
5. dry with materialThe combined organic extracts were dried (Na2SO4)
6. filtrationfiltered
7. customevaporated in vacuo
8. customThe crude product was purified by column chromatography (petroleum ether:EtOAc, 100:1 to 20:1)