Dichloromethane → 3-(Chloromethyl)-2-methylpyridine

Participants

Reaction Steps

To a stirring solution of crude (2-methylpyridin-3-yl)methanol in 20 mL of CH2Cl2 was added 2.2 mL of SO2Cl2. After 17 h the solution was concentrated and CH2Cl2 and saturated NaHCO3 were added. The layers were separated, and the organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (1% MeOH/CHCl3) provided 1.18 g of 3-(chloromethyl)-2-methylpyridine as yellow-orange oil.

Provenance & Evidence