Sodium Carbonate → 3,5-Dichloro-4-(chloromethyl)pyridine

Participants

Reaction Steps

SOCl2 (2.3 mL, 32 mmol) was added dropwise to a stirred solution of (3,5-dichloropyridin-4-yl)-methanol (2.83 g, 15.9 mmol) in DCM (20 mL) over 10 min. After stirring for 35 min at room temperature, saturated aqueous Na2CO3 solution (40 mL) and DCM (60 mL) was added to the reaction mixture. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (elution with EA/hexane 1:4) to give the title compound. MS (m/z): 196.0 [M+H+].

Provenance & Evidence