HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66731874, compound → HCID 66731633, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66731874 | HCID 66731874 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 66731633 | HCID 66731633 | 73.6% |
Reaction Steps
Methyl 2-(4-fluorobenzyl)isonicotinate (5.06 g, 20.63 mmol) was dissolved in acetic acid (50 mL) and platinum(IV) oxide (0.234 g, 1.03 mmol) added. The resulting mixture was hydrogenated in a Büchi hydrogenator overnight at room temperature and 5 bar. The catalyst was filtered off and washed with MeOH and the eluate evaporated. DCM and 10% K2CO3 were added and the phases separated. The aqueous phase was extracted with DCM and the combined organic phase washed with brine, passed through a phase separator and evaporated to yield methyl 2-(4-fluorobenzyl)piperidine-4-carboxylate (3.816 g, 73.6%) as a yellow oil. MS m/z 252 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415378B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-1e21b8b5256c482290575b1715034d1f |
| Source note | uspto-grants-2013_04 |