Propylene Glycol → HCID 13777645, compound

Participants

Reaction Steps

To a solution of propane-1,2-diol (4.00 g, 52.0 mmol) in dry dichloromethane (50 mL) at 0° C. was added trityl chloride (15 g, 0.052 mol), N,N-dimethylaminopyridine (0.82 g, 6.8 mmol) and triethylamine (13.13 g, 1.33 mmol). The resulting mixture was stirred at room temperature for 14 hours. Methanesulfonyl chloride (6.36 g, 56.0 mmol) slowly at 0° C. Then the reaction was stirred at room temperature for 2 hours. The reaction mixture was diluted with water (100 mL) and extracted with dichloromethane (100 mL*3). The organic layer was washed with water (100 mL), and 1N hydrochloric acid (100 mL*2). The combined organic layers were dried over sodium sulfate and concentrated to give a crude product, which was purified on silica gel column (petroleum ether:ethyl acetate=8:1 to 10:1) to give the title compound (15 g) as a viscous oil, which was used in the next step without further purification.

Provenance & Evidence