HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66731996, compound → 2-(4-Trifluoromethyl-phenyl)-piperidine-4-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66731996 | HCID 66731996 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-(4-Trifluoromethyl-phenyl)-piperidine-4-carboxylic acid methyl ester | HCID 66731800 | 99% |
Reaction Steps
Methyl 2-(4-(trifluoromethyl)phenyl)isonicotinate (4.985 g, 17.73 mmol) was dissolved in acetic acid (45 mL) and platinum(IV) oxide (0.232 g, 1.02 mmol) added. The resulting mixture was hydrogenated in a Büchi hydrogenator at room temperature and 5 bar for 5 h. More platinum(IV) oxide (0.116 g, 0.51 mmol) was added and the hydrogenation continued at 5 bar for 1 h. The catalyst was filtered off and washed with MeOH and the eluate evaporated. DCM and 10% K2CO3 were added and the phases separated. The organic layer was washed with brine, passed through a phase separator and evaporated to yield methyl 2-(4-(trifluoromethyl)phenyl)piperidine-4-carboxylate (5.04 g, 99%) as a brown oil. MS m/z 288 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415378B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-8548f4870321497e955a497b93b8ac65 |
| Source note | uspto-grants-2013_04 |