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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263241Generated: October 24, 2026

Thionyl Chloride → 2-Chloromethyl-3-ethoxypyridine hydrochloride

https://huagongshe.com/en/reaction/263241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(3-Ethoxypyridin-2-yl)methanolHCID 22018715—
SolventChloroformHCID 6212—
Product2-Chloromethyl-3-ethoxypyridine hydrochlorideHCID 20474185—

Reaction Steps

Thionyl chloride (8 cc) was added over 8 minutes to a stirred solution of 3-ethoxy-2-hydroxymethylpyridine (5.6 g) in chloroform (60 cc) at room temperature. After 11/2 hrs the mixture was evaporated to dryness and the residue was recrystallised from 0.16 M ethanolic hydrogen chloride/diethyl ether (1:1) to give 2-chloromethyl-3-ethoxypyridine hydrochloride (6.5 g) m.p. 176°-179.5°. (decomp.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04156727
Source datasetuspto-grants-1979_05
ORD IDord-0572a0990f034a81beadd8005107c15c
Source noteuspto-grants-1979_05