Diethyl Ether → 2-(Chloromethyl)-3,5-dimethyl-4-methoxypyridine hydrochloride

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Reaction Steps

75.8 g of 4-methoxy-3,5-dimethyl-2-pyridylmethanol. dissolved in 200 ml of methylene chloride, were added dropwise at 0° to 38 ml of thionyl chloride in 400 ml of methylene chloride. After stirring at room temperature for 16 hours 1800 ml of ether were added dropwise thereto while cooling and the mixture was stirred at room temperature for a further 2 hours. The precipitated crystals were filtered off under suction and washed with ether. There was obtained 2-(chloromethyl)-4-methoxy-3,5-dimethylpyridine hydrochloride of melting point 130-131° .

Provenance & Evidence