HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Benzyl-4-[4-(trifluoromethyl)phenyl]-1,2,3,6-tetrahydropyridine → 4-(4-(Trifluoromethyl)phenyl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Benzyl-4-[4-(trifluoromethyl)phenyl]-1,2,3,6-tetrahydropyridine | HCID 16127507 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 4-(4-(Trifluoromethyl)phenyl)piperidine | HCID 12440702 | 105.1% |
Reaction Steps
A mixture of 1-benzyl-4-(4-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine (528 mg, 1.66 mmol) prepared in Reference Example 96 and 10% palladium/carbon (50 mg) in acetic acid (5 ml) was stirred at room temperature under an atmospheric pressure of hydrogen. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure. The residue was dissolved in methylene chloride, and the mixture was washed with water, 10% sodium hydroxide aqueous solution and brine, and dried over sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to afford 4-(4-trifluoromethylphenyl)piperidine (400 mg, quantitative) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07262212B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-589d798b66ac4c7b8502b5cad0513ffd |
| Source note | uspto-grants-2007_08 |