2,2-Dimethoxypropane → HCID 66916995, compound

Participants

Reaction Steps

To (S)-3-[4-(3-hydroxy-propyl)-phenoxy]-propane-1,2-diol (11.5 g, 50.9 mmol) in dry DMF (150 mL) is added pyridinium p-toluenesulfonate (1.28 g, 5.0 mmol) and 2,2-dimethoxypropane (31 mL, 250 mmol). The mixture is stirred at RT for 18 h and then the solvent is removed in vacuo. The residue is dissolved in EtOAc (150 mL) and washed with water, saturated aqueous sodium hydrogen carbonate solution, brine, dried (MgSO4) and concentrated in vacuo. The residue is purified by flash chromatography (SiO2, EtOAc:iso-hexane, gradient 20% to 50% EtOAc) to afford the title compound as a colourless oil.

Provenance & Evidence