Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1613589Generated: November 2, 2026

Sodium Hydroxide → 4-Chloro-5,6,7,8-tetrahydroquinoline

https://huagongshe.com/reaction/1613589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus trichlorideHCID 24387—
Reactant4-Nitro-5,6,7,8-tetrahydroquinoline 1-oxideHCID 14835960—
SolventChloroformHCID 6212—
Product4-Chloro-5,6,7,8-tetrahydroquinolineHCID 10942831—

Reaction Steps

A solution of the crude product of Step 1 (36.5 g, 188 mmol) in chloroform (500 ml) was treated over 30 min with phosphorus trichloride (80 g, 580 mmol) at 0°, heated under reflux for 1 h, cooled to room temperature, and poured onto ice (2 Kg). The mixture was basified with sodium hydroxide and the layers separated. The aqueous phase was extracted with chloroform (500 ml).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05194439
Source datasetuspto-grants-1993_03
ORD IDord-267ea5c7d4fd4d5fa78c194b1352f537
Source noteuspto-grants-1993_03