HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloro-4-(trifluoromethyl)benzene → 1-[4-(Trifluoromethyl)phenyl]piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloro-4-(trifluoromethyl)benzene | HCID 7394 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Lithium Bromide | HCID 82050 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-[4-(Trifluoromethyl)phenyl]piperidine | HCID 425092 | — |
| Product | 1-[3-(Trifluoromethyl)phenyl]piperidine | HCID 11770240 | — |
Reaction Steps
In accordance with the GWI, 2.0 mmol of 4-chlorobenzotrifluoride, 2.4 mmol of piperidine, 2.8 mmol of potassium tert-butoxide, 0.4 mmol of lithium bromide, 1.0 mol-% (9.4 mg) of palladacycle ((trans-di(μ-aceto)-bis[o[di-o-tolylphosphino)benzyl]dipalladium(II) in 10 ml of toluene are reacted. 4-Trifluoromethylphenylpiperidine and 3-trifluoromethylphenylpiperidine in the ratio 6:1 are obtained in 65% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05831128 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-a0215c4e20e2479e8ef59ab698c8bcbf |
| Source note | uspto-grants-1998_11 |