反应详情

(3-Fluorophenyl)magnesium bromide (1 M in THF, 9.3 mL, 9.3 mmol) was added dropwise by syringe to a solution of nicotinaldehyde (0.88 mL, 9.3 mmol) in dry THF (20 mL) at 0° C. The reaction mixture was stirred while warming to room temperature for 30 minutes, then quenched with saturated aqueous ammonium chloride solution. The mixture was partitioned between water and ethyl acetate. The aqueous phase was extracted with ethyl acetate once and the organic layer was washed with water three times. The combined organic layers were dried (Na2SO4), filtered, and concentrated to dryness. The crude product was purified by flash column chromatography (silica gel, 0-60% EtOAc-hexanes) to provide the title compound.

1. customquenched with saturated aqueous ammonium chloride solution
2. customThe mixture was partitioned between water and ethyl acetate
3. extractionThe aqueous phase was extracted with ethyl acetate once
4. washthe organic layer was washed with water three times
5. dry with materialThe combined organic layers were dried (Na2SO4)
6. filtrationfiltered
7. concentrationconcentrated to dryness
8. customThe crude product was purified by flash column chromatography (silica gel, 0-60% EtOAc-hexanes)