反应详情

To the solution of (4-(4-fluorophenoxyl)phenyl)methanol (7 g, 32.1 mmol) and pyridine (5.19 mL, 64.2 mmol) in dichloromethane (DCM) (100 mL) was added sulfurous dichloride (7.63 g, 64.2 mmol) dropwise at 0° C. After addition the mixture was stirred at room temperature overnight. The mixture was washed with saturated NaHCO3 solution (40 mL×2) and brine (40 mL), the organic phase was dried over Na2SO4, filtered and concentrated to leave the crude product, which was purified by column chromatography (silica-gel, elution with PE: EtOAc=6:1) to afford the pure 1-(chloromethyl)-4-(4-fluorophenoxyl)benzene (2.2 g, 8.83 mmol, 27.5% yield) as light yellow oil. LCMS: rt=1.56 min, [M+H+]=237

1. additionAfter addition the mixture
2. washThe mixture was washed with saturated NaHCO3 solution (40 mL×2) and brine (40 mL)
3. dry with materialthe organic phase was dried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated
6. customto leave the crude product, which
7. customwas purified by column chromatography (silica-gel, elution with PE: EtOAc=6:1)