反应详情

To a refluxing solution of 0.75 g (11.5 mmol) of granular zinc in 5.0 mL of benzene was added a solution of ethyl(E)-4-[2-(5,5-dimethyl-5,6,-dihydro-naphthalen-8(7H)-one-2-yl)ethenyl]-benzoate (Compound A2) in 5.0 mL of benzene followed by 0.27 g (0.18 mmol) of ethyl bromoacetate. The resulting mixture was refluxed for 24 h. The reaction was cooled, filtered through celite. The filtrate was washed with 10% HCl, sat. aqueous NaHCO3 and brine. The organic phase was dried over Na2SO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica, 10% ethyl acetate in hexane) to afford the title compound as a white solid.

1. temperatureThe resulting mixture was refluxed for 24 h
2. temperatureThe reaction was cooled
3. filtrationfiltered through celite
4. washThe filtrate was washed with 10% HCl, sat. aqueous NaHCO3 and brine
5. dry with materialThe organic phase was dried over Na2SO4
6. concentrationconcentrated in vacuo
7. customThe crude material was purified by flash chromatography (silica, 10% ethyl acetate in hexane)