Methanesulfonyl chloride → 3-(3,4-Dimethoxyphenyl)propan-1-ol mesylate

Participants

Reaction Steps

To a solution of 3-(3,4-dimethoxyphenyl)propan-1-ol (2.35 g) in triethylamine (2.5 mL) and dichloromethane (50 mL) stirred at a temperature close to 0° C. is added dropwise methanesulfonyl chloride (1.7 mL). The mixture is stirred overnight, concentrated under reduced pressure, dissolved in ethyl acetate. The organic layer is washed successively with water, a 0.1N aqueous hydrochloric solution, a saturated aqueous sodium hydrogenocarbonate solution and water, dried over magnesium sulphate, concentrated under reduced pressure and purified by chromatography over silica gel with heptane/ethyl acetate 7/3 as eluent. Fractions containing the expected product are pooled and concentrated under reduced pressure to give 3 g of 3-(3,4-dimethoxyphenyl)propan-1-ol mesylate used without further purification.

Provenance & Evidence