Thionyl Chloride → HCID 68468382, compound

Participants

Reaction Steps

19.8 g (0.058 mol, 1.0 eq.) of 4-decyloxy-2-hydroxymethyl-3-methylpyridine was dissolved in 300 mL of ethyl acetate, and 7.6 g (0.064 mol, 1.1 eq.) of thionyl chloride was added dropwise at 12 to 18° C. Subsequently, the mixture was allowed to react for 0.5 hours at room temperature, and then a 7% aqueous solution of sodium bicarbonate (220 g) was added to adjust the reaction liquid to pH 7.5. The organic layer was washed with a 5% aqueous solution of sodium bicarbonate (160 g), dried over anhydrous magnesium sulfate, and then concentrated to dryness under reduced pressure, to obtain 15.8 g of 4-decyloxy-2-chloromethyl-3-methylpyridine as a black oily matter.

Provenance & Evidence