反应详情

A mixture of (4-Bromo-phenyl)-(4-chloro-phenyl)-methanol (2.3 g, 7.73 mmol), N-(2-hydroxyethyl)phthalimide (1.4 g, 7.36 mmol) and para-toluenesulfonic acid monohydrate (560 mg, 2.94 mmol) in toluene (50 ml) was heated to reflux under Dean-Stark conditions for 17 hours. Upon cooling, the solvent was removed and the residue was partitioned between ethyl acetate and water. The organic layer was then dried (MgSO4), filtered and concentrated. The crude product was purified by column chromatography (SiO2), eluting with ethyl acetate/petroleum ether (1:4), to yield the title compound (1.95 g). LC/MS: (PS-B3) Rt 4.07 no observable mass ion.

1. temperaturewas heated
2. temperatureto reflux under Dean-Stark conditions for 17 hours
3. temperatureUpon cooling
4. customthe solvent was removed
5. customthe residue was partitioned between ethyl acetate and water
6. dry with materialThe organic layer was then dried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated
9. customThe crude product was purified by column chromatography (SiO2)
10. washeluting with ethyl acetate/petroleum ether (1:4)