反应详情

Triphenylphosphine (39.2 g, 0.150 mol) and carbon tetrabromide (49.5 g, 0.150 mol) were added sequentially to a solution of 2-(2-hydroxyethyl)-nitrobenzene (25.0 g, 0.150 mol) in methylene chloride (400 mL) at 0° C. The reaction was stirred overnight and quenched with saturated sodium bicarbonate solution. The methylene chloride phase was washed with saturated brine and dried over magnesium sulfate. The crude product was treated with ethyl acetate, and the precipitated triphenylphosphine oxide removed by filtration. Further purification by flash chromatography by (silica gel, 0-10% ethyl acetate in hexane gradient elution) produced the title compound (27.9 g).

1. customquenched with saturated sodium bicarbonate solution
2. washThe methylene chloride phase was washed with saturated brine
3. dry with materialdried over magnesium sulfate
4. additionThe crude product was treated with ethyl acetate
5. customthe precipitated triphenylphosphine oxide removed by filtration
6. customFurther purification by flash chromatography
7. washby (silica gel, 0-10% ethyl acetate in hexane gradient elution)