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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1729096Generated: November 1, 2026

Thionyl Chloride → 4-(Chloromethyl)quinoline--hydrogen chloride (1/1)

https://huagongshe.com/reaction/1729096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantQuinolin-4-ylmethanol hydrobromideHCID 19013536—
Product4-(Chloromethyl)quinoline--hydrogen chloride (1/1)HCID 2300161980.7%

Reaction Steps

A reaction mixture of 4-(hydroxymethyl)-quinoline hydrobromide (2.0 g, 12.6mmol) and thionylchloride (20 mL) was heated to reflux for 2 hours. This was allowed to cool and then concentrated in vacuum. The green solid was treated with ethyl ether, filtered, washed with ethyl ether and dried in vacuum to yield 4-(chloromethyl)-quinoline hydrochloride (2.17 g, 80.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05331006
Source datasetuspto-grants-1994_07
ORD IDord-9b6a0e8d643b48079adb7a744577a24d
Source noteuspto-grants-1994_07