Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 35472Generated: October 25, 2026

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

https://huagongshe.com/reaction/35472

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantThionyl ChlorideHCID 24386—
Reactant3,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridineHCID 737823—
SolventDichloromethaneHCID 6344—
Product2-(Chloromethyl)-3,5-dimethyl-4-methoxypyridine hydrochlorideHCID 11694258—

Reaction Steps

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

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04766133
Source datasetuspto-grants-1988_08
ORD IDord-dc9c0c9fe8b741c7b7bf37882c0aa27e
Source noteuspto-grants-1988_08