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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703184Generated: October 30, 2026

Diethyl Ether → 2-Chloromethyl-4-ethoxy-5-methylpyridine hydrochloride

https://huagongshe.com/reaction/703184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Ethoxy-5-methyl-2-pyridylmethanolHCID 22151461—
SolventDichloromethaneHCID 6344—
Product2-Chloromethyl-4-ethoxy-5-methylpyridine hydrochlorideHCID 22151462—

Reaction Steps

4.7 g of 4-ethoxy-5-methyl-2-pyridylmethanol, dissolved in 30 ml of methylene chloride, were added dropwise at 0° to 2.4 ml of thionyl chloride in 60 ml of methylene chloride. After stirring at room temperature for 16 hours 400 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-5-methylpyridine hydrochloride of melting point 144-146° .

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04981861
Source datasetuspto-grants-1991_01
ORD IDord-107e9828fca44d8492fb2a8ae19edaf7
Source noteuspto-grants-1991_01