Thionyl Chloride → 5-Chloromethyl-2-(4-trifluoromethoxy-phenyl)-pyridine

Participants

Reaction Steps

[6-(4-Trifluoromethoxy-phenyl)-pyridin-3-yl]-methanol (0.40 g, 1.49 mmol) was dissolved in CH2Cl2 (7.2 ml) and treated dropwise at 0° C. with SOCl2 (0.22 ml, 2 eq.). The reaction mixture was kept at 0° C. for 5 min and at RT for 30 min. Pouring onto crashed ice/NaHCO3, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents produced 0.419 g (1.46 mmol, 98%) of the title compound as off-white solid of mp. 34–36° C.

Provenance & Evidence