HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(4-Nitrophenyl)-1-(3,3,3-trifluoropropyl)-1,2,3,6-tetrahydropyridine → 4-[1-(3,3,3-Trifluoropropyl)piperidin-4-yl]aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(4-Nitrophenyl)-1-(3,3,3-trifluoropropyl)-1,2,3,6-tetrahydropyridine | HCID 67984632 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-[1-(3,3,3-Trifluoropropyl)piperidin-4-yl]aniline | HCID 67981101 | 99% |
Reaction Steps
In Paar autoclave, a solution of 4-(4-nitrophenyl)-1-(3,3,3-trifluoropropyl)-1,2,3,6-tetrahydropyridine (2.6 g; 8.66 mmol; 1.0 eq.) in EtOAc (52 mL) was hydrogenated at 25 bars O/N in presence of Pd/C (moistened, 10%, 0.26 g; 2.44 mmol; 0.28 eq.). Reaction mixture was filtered through a celite pad. Filtrate was then concentrated under reduced pressure to give the title compound as a brown oil (2.33 g, 99%). UPLC/MS: (MS+) 273.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073892B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-ce94ca6f3019493d98416abd1a279c49 |
| Source note | uspto-grants-2015_07 |