反应详情

To a solution of (S)-3-[4-(3-hydroxy-propyl)-phenoxy]-propane-1,2-diol (6.5 g, 28.7 mmol) in anhydrous DMF (100 mL) is added 2,2-dimethoxypropane (15.0 mL, 122.0 mmol) and pyridinium p-toluenesulfonate (0.75 g, 2.98 mmol). The reaction mixture is stirred at RT for 16 h and then concentrated in vacuo. The residue is dissolved in EtOAc and the organic portion is washed with 10% aqueous NaHCO3 solution, water, brine and dried over Na2SO4. The solvent is removed in vacuo and the crude product is purified by column chromatography (SiO2, EtOAc in petroleum ether, gradient 0-30% EtOAc) to obtain the title compound as a colourless oil. [M+H]+ 267.

1. concentrationconcentrated in vacuo
2. dissolutionThe residue is dissolved in EtOAc
3. washthe organic portion is washed with 10% aqueous NaHCO3 solution, water, brine
4. dry with materialdried over Na2SO4
5. customThe solvent is removed in vacuo
6. customthe crude product is purified by column chromatography (SiO2, EtOAc in petroleum ether, gradient 0-30% EtOAc)