Thionyl Chloride → 4-Chloromethyl-2-(3,4,5-trimethoxyphenyl) pyridine

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Reaction Steps

4-Hydroxymethyl-2-(3,4,5-trimethoxyphenyl)pyridine (18.15 g) was dissolved in chloroform (300 mL) , and to the solution thionyl chloride (19.2 mL) was added at 0° C.. After 30 minutes, the mixture was warmed to room temperature and stirred for 4 hours. The reaction mixture was washed with water and saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resultant crystals were then recrystallized from chloroform-hexane to obtain the title compound.

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