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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703173Generated: October 30, 2026

Diethyl Ether → 2-Chloromethyl-4-ethoxy-3,5-dimethylpyridine hydrochloride

https://huagongshe.com/reaction/703173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Ethoxy-3,5-dimethyl-2-pyridylmethanolHCID 19963742—
SolventDichloromethaneHCID 6344—
Product2-Chloromethyl-4-ethoxy-3,5-dimethylpyridine hydrochlorideHCID 22151458—

Reaction Steps

21.0 g of 4-ethoxy-3,5-dimethyl-2-pyridylmethanol, dissolved in 110 ml of methylene chloride, were added dropwise at 0° to 10 ml of thionyl chloride in 220 ml of methylene chloride. After stirring at room temperature for 16 hours 890 ml of ether were added dropwise thereto while cooling and the mixture was stirred at room temperature for a further 2 hours. The separated crystals were filtered off under suction and washed with ether. There was obtained 2-chloromethyl-4-ethoxy-3.5-dimethylpyridine hyrochloride of melting point 156-158° .

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04981861
Source datasetuspto-grants-1991_01
ORD IDord-14f13a1e77eb40eb9724f88e6fb12298
Source noteuspto-grants-1991_01