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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904617Generated: November 3, 2026

p-Toluenesulfonic acid → 6-(4-Chlorophenyl)-1-phenyl-2-piperidone

https://huagongshe.com/reaction/1904617

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantAnilineHCID 6115—
Reactant5-(4-Chlorophenyl)-delta-valerolactoneHCID 13848060—
SolventO-XyleneHCID 7237—
Product6-(4-Chlorophenyl)-1-phenyl-2-piperidoneHCID 1457681422.1%

Reaction Steps

A mixture of 200 mg of 5-(4-chlorophenyl)-δ-valerolactone, 0.5 g of aniline, 20 mg of p-toluenesulfonic acid and 10 ml of xylene was refluxed for 6 hours. After removal of solvent, the residue was extracted with ethyl acetate. The extract was washed with diluted hydrochloric acid and a saturated aqueous sodium chloride solution and dried. After removal of the solvent, the residue was purified, by silica gel thin layer chromatography (solvent; chloroform:methanol=10:1) to give 60 mg of 6-(4-chlorophenyl)-1-phenyl-2-piperidone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04839360
Source datasetuspto-grants-1989_06
ORD IDord-7bb6848790504811ab16e011c0c3e465
Source noteuspto-grants-1989_06