反应详情

To a solution of crude ethyl 3-hydroxy-3-(4′-chloro-[1,1′-biphenyl]-4-yl)-butanoate (2g) in benzene (200 ml) was added p-toluenesulfonic acid (3 gm) and was refluxed for 3 h 30 minutes. The reaction mixture was cooled, neutralized with NaHCO3 solution, diluted with water and organic layer was extracted. Organic layer was washed with water, dried (NaHCO3) and concentrated. Crude product was purified by column chromatography on silica gel to furnish 5.27 g (47.=91% yield) of ethyl 3-(4′-chloro-[1,1′-biphenyl]-4-yl)-but-2-enoate (3g, formula 3, R=p-Cl—C6H4) m.p. 91-94° C.

1. temperaturewas refluxed for 3 h 30 minutes
2. temperatureThe reaction mixture was cooled
3. extractionwas extracted
4. washOrganic layer was washed with water
5. dry with materialdried (NaHCO3)
6. concentrationconcentrated
7. customCrude product was purified by column chromatography on silica gel