反应详情

To a stirred solution of [(R)-1-hydroxymethyl-3-(4-hydroxy-phenyl)-1-methyl-propyl]-carbamic acid tert-butyl ester (2.06 g, 6.98 mMol) in ethanol (100 ml) is added potassium carbonate (2.90 g, 20.8 mMol) and methanesulfonic acid heptyl ester (2.04 g, 10.5 mMol). The mixture is heated to reflux temperature and stirred at that temperature for 6 hours. The mixture is then cooled to RT and stirred at RT overnight. The reaction mixture is then poured onto a biphasic mixture of AcOEt and HCl (aqueous, 1 M). The aqueous phase is extracted twice with AcOEt. The combined organic layers are washed with NaHCO3 (saturated aqueous solution), dried (Na2SO4) and concentrated under reduced pressure. Column chromatography eluting with 8% AcOEt in toluene gives the title compound as a colourless oil.

1. temperatureThe mixture is heated
2. temperatureto reflux temperature
3. stirringstirred at RT overnight
4. extractionThe aqueous phase is extracted twice with AcOEt
5. washThe combined organic layers are washed with NaHCO3 (saturated aqueous solution)
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated under reduced pressure
8. washColumn chromatography eluting with 8% AcOEt in toluene