Hydrochloric Acid → 1-(2-Chloropyridin-4-yl)ethan-1-one

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Reaction Steps

To a solution of 20.4 g of 2-chloro -4-cyanopyridine in 290 ml of anhydrous ether at room temperature, 100 ml of 3.0 M methyl magnesium bromide in ether was slowly added under nitrogen. The mixture was stirred for 20 hours and then slowly poured onto cold aqueous hydrochloric acid. The layers were separated and the aqueous layer further extracted with ether. The combined organic layers were washed with saturated sodium chloride solution and then dried with anhydrous magnesium sulfate. The solution was concentrated and the residue chromatographed on silica gel (60:40 methylene chloride:hexane) to give 11.42 g of product.

Provenance & Evidence