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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1700511Generated: October 27, 2026

Phosphorus oxychloride → 4-Chloro-7-(2-chlorophenyl)-5,6,7,8-tetrahydroquinolin-5-one

https://huagongshe.com/reaction/1700511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant7-(2-Chlorophenyl)-1,4,5,6,7,8-hexahydroquinoline-4,5-dioneHCID 11065628—
Product4-Chloro-7-(2-chlorophenyl)-5,6,7,8-tetrahydroquinolin-5-oneHCID 1831778885.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

Under ice-cooling, to phosphorus oxychloride (5.4 g) was added 7-(2-chlorophenyl)-1,4,5,6,7,8-hexahydroquinoline-4,5-dione (0.60 g), and the mixture was stirred at 100° C. for 2 hours and cooled. Under reduced pressure, phosphorus oxychloride was evaporated, and to the residue was added 1N sodium hydroxide solution. The mixture was extracted with ethyl acetate, and the organic layer was washed with water and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure to give colorless crystals of 4-chloro-7-(2-chlorophenyl)-5,6,7,8-tetrahydroquinolin-5-one (0.55 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06350749B1
Source datasetuspto-grants-2002_02
ORD IDord-f864e17c78394b11bf3094b795c01c1b
Source noteuspto-grants-2002_02