反应详情

To a solution of 2-bromo-3-hydroxybenzaldehyde (5.18 g, 25.0 mmol) and 2-(3-bromopropoxy)tetrahydro-2H-pyran (5.1 mL, 30 mmol) in DMF (60 mL) was added sodium hydride (1.20 g, 30.0 mmol) at 0° C. under nitrogen atmosphere, and the mixture was stirred at room temperature for overnight. The reaction was quenched with water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water twice and brine, and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (9:1 to 3:1 hexane/ethyl acetate) to give 2-bromo-3-[3-(tetrahydropyran-2-yloxy)propoxy]benzaldehyde (8.75 g, quantitative).

1. customThe reaction was quenched with water
2. extractionthe mixture was extracted with ethyl acetate
3. washThe organic layer was washed with water twice
4. dry with materialbrine, and dried on anhydrous sodium sulfate
5. customThe solvent was removed under reduced pressure
6. customthe residue was purified by silica gel column chromatography (9:1 to 3:1 hexane/ethyl acetate)