反应详情

To a −78 C solution of 4-methoxy-N-methylbenzamide (2.0 g) in THF was added n-BuLi (10 mL, 2.5 M in hexanes). The reaction was stirred for 10 min at −78 C, warmed to 0 C, then cooled back to −78 C. 3-fluorobenzaldehyde (1.90 mL) was added as a solution in THF via cannula. The reaction was warmed to room temp, then quenched with saturated aqueous NH4Cl. The mixture was extracted with EtOAc, concentrated, and purified by flash chromatography (5% MeOH in CH2Cl2) to give 2-[(3-fluorophenyl) (hydroxy)methyl]-4-methoxy-N-methylbenzamide.

1. temperaturewarmed to 0 C
2. temperaturecooled back to −78 C
3. customquenched with saturated aqueous NH4Cl
4. extractionThe mixture was extracted with EtOAc
5. concentrationconcentrated
6. custompurified by flash chromatography (5% MeOH in CH2Cl2)