2,2-Dimethoxypropane → HCID 66916995, compound

Participants

Reaction Steps

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.

Provenance & Evidence