反应详情

To a refluxing mixture of 4′-cyclohexylacetophenone (25 g), I2 (5 mg) and Zn (17 g) in benzene (150 ml) was added ethylbromoacetate (20.7 ml) dropwise during 30 minutes. The mixture was refluxed for 2 h and then cooled to room temperature. It was acidified with 10% HCl (200 ml) an organic layer separated out. The organic phase was washed with water, dried (Na2SO4) and concentrated. The crude product was purified by column chromatography using SiO2 as adsorbent and hexane-ethylacetate mixture as eluant to give 28 g (80% yield) of ethyl 3-hydroxy-3-(4-cyclohexylphenyl)-butanoate (2b, formula 2, R=cyclohexyl) m.p. 45° C.

1. temperatureThe mixture was refluxed for 2 h
2. customseparated out
3. washThe organic phase was washed with water
4. dry with materialdried (Na2SO4)
5. concentrationconcentrated
6. customThe crude product was purified by column chromatography