反应详情

To a solution of 4-(5′-fluoro-2′-methoxyphenyl)butyraldehyde (1.30 g, 6.6 mmol) in THF (15 mL) at 0° C. was added a solution 1-butenylmagnesium bromide (0.5 M in THF, 15 mL, 7.5 mmol) dropwise for 5 min. Then the reaction mixture was poured to a solution of saturated ammonium chloride (60 mL) in a separatory funnel. The organics were extracted with ethyl acetate (3×50 mL) and the combined organic layers were washed with brine (40 mL) and dried over sodium sulfate. The solvent then was removed in vacuo and crude product thus obtained was purified by a flash column chromatography (12.5% EtOAc in hexane, Rf=0.15) to give the product as a colorless oil (1.06 g, 61%).

1. extractionThe organics were extracted with ethyl acetate (3×50 mL)
2. washthe combined organic layers were washed with brine (40 mL)
3. dry with materialdried over sodium sulfate
4. customThe solvent then was removed in vacuo and crude product
5. customthus obtained
6. customwas purified by a flash column chromatography (12.5% EtOAc in hexane, Rf=0.15)