HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 6-(4-Chlorophenyl)-1-phenyl-2-piperidone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Aniline | HCID 6115 | — |
| Reactant | 5-(4-Chlorophenyl)-delta-valerolactone | HCID 13848060 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 6-(4-Chlorophenyl)-1-phenyl-2-piperidone | HCID 14576814 | 22.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04839360 |
| Source dataset | uspto-grants-1989_06 |
| ORD ID | ord-7bb6848790504811ab16e011c0c3e465 |
| Source note | uspto-grants-1989_06 |