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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647440Generated: October 25, 2026

Phosphorus oxychloride → 3-Butyryl-4-chloro-8-(4-methoxybenzoyloxymethyl)quinoline

https://huagongshe.com/reaction/1647440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant3-butyryl-8-(4-methoxybenzoyloxymethyl)-4(1H)-quinoloneHCID 10317562—
Product3-Butyryl-4-chloro-8-(4-methoxybenzoyloxymethyl)quinolineHCID 10453445—

Reaction Steps

A solution of 3-butyryl-8-(4-methoxybenzoyloxymethyl)-4(1H)-quinolone (5.75 g, 15.1 mmol) in phosphoryl chloride (75 ml) was heated at reflux for 30 minutes, the phosphoryl chloride evaporated in vacuo, the residue poured onto ice, neutralised with sodium bicarbonate, and extracted into dichloromethane. Drying, evaporation, and trituration with ether gave the crude 3-butyryl-4-chloro-8-(4-methoxy-benzoyloxymethyl)quinoline, which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05432182
Source datasetuspto-grants-1995_07
ORD IDord-ce59032f6c844ce0ad16abb5e6e1ce34
Source noteuspto-grants-1995_07