反应详情

温度

-78 °C

To 2-(tert-Butyldimethylsilanyloxymethyl)-5-bromoanisole (500 mg, 1.51 mmol) in THF (10 ml) at -78° C. was added n-BuLi (1.13 ml of a 1.6M solution in penthane, 1.81 mmol) and the mixture allowed to stir for 1 h at -78° C. Benzaldehyde (176 mg, 1.66 mmol) was added and the mixture allowed to warm to room temperature and stirred for 1 h. Water (20 ml) was added and the mixture extracted with ether (3×10 ml). The combined extracts were washed with water (10 ml), brine (10 ml), dried (Na2SO4) and evaporated under reduced pressure. The resulting residue was purified by chromatography (SiO2, 50% ether/petrol) to give the title compound as a colourless oil (303 mg, 56%).

1. temperatureto warm to room temperature
2. stirringstirred for 1 h
3. extractionthe mixture extracted with ether (3×10 ml)
4. washThe combined extracts were washed with water (10 ml), brine (10 ml)
5. dry with materialdried (Na2SO4)
6. customevaporated under reduced pressure
7. customThe resulting residue was purified by chromatography (SiO2, 50% ether/petrol)