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

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Reaction Steps

24.61 g (177.62 mmol) of 2-chloro-4-cyano-pyridine are placed in 1.25 liters of diethyl ether under nitrogen, and 120 ml (22% in tetrahydrofuran, 353 mmol) of methylmagnesium chloride are added. The red suspension is stirred for 40 hours at RT, poured onto 1.25 liters of ice/water and 250 ml of 6N hydrochloric acid and stirred for 14 hours at RT. Extraction with diethyl ether and methylene chloride, drying with MgSO4 and concentration give 4-acetyl-2-chloro-pyridine; Rf =0.5 (methylene chloride:methanol=9:1).

Provenance & Evidence