反应详情

To 3-(4-hydroxyphenyl)-1-propanol (10.0 g, 66.0 mmol) and potassium carbonate (13.5 g, 100 mmol) in acetone (200 mL) is added (S)-glycidol (6.5 mL, 100 mmol). The mixture is heated at reflux for 18 h. After cooling to RT the solvent is removed in vacuo and the residue partitioned between EtOAc and water. The aqueous layer is further extracted twice with EtOAc and the combined organic portions are washed with water, brine, then dried (MgSO4), filtered and concentrated in vacuo. The crude residue is purified by flash chromatography (SiO2, EtOAc:iso-hexane, 1:1) to afford the title compound as a white solid.

1. temperatureThe mixture is heated
2. temperatureat reflux for 18 h
3. customis removed in vacuo
4. customthe residue partitioned between EtOAc and water
5. extractionThe aqueous layer is further extracted twice with EtOAc
6. washthe combined organic portions are washed with water, brine
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. concentrationconcentrated in vacuo
10. customThe crude residue is purified by flash chromatography (SiO2, EtOAc:iso-hexane, 1:1)