反应详情

A solution of 2-chloro-4-hydroxybenzaldehyde (5.0 g, 32 mmol), tert-butyl(dimethyl)silyl chloride (5.3 g, 35 mmol), imidazole (2.9 g, 45 mmol) and N,N-dimethylaminopyridine (10 mg) in N,N-dimethylformamide (40 ml) was stirred at room temperature under a nitrogen atmosphere for 16 hours. The solvent was removed in vacuo and the residue partitioned between ethyl acteate (100 ml) and water (100 ml). The organic phase was separated, washed with sat. aq. sodium chloride (50 ml), dried (sodium sulfate) and reduced in vacuo. Further purification by column chromatography on silica gel eluting with pentane:ethyl acetate (3:1 changing to 2:1) gave the title compound as a colourless oil (6.50 g).

1. customThe solvent was removed in vacuo
2. customthe residue partitioned between ethyl acteate (100 ml) and water (100 ml)
3. customThe organic phase was separated
4. washwashed with sat. aq. sodium chloride (50 ml)
5. dry with materialdried (sodium sulfate)
6. customFurther purification by column chromatography on silica gel eluting with pentane:ethyl acetate (3:1 changing to 2:1)