HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66731958, compound → HCID 66731768, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66731958 | HCID 66731958 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 66731768 | HCID 66731768 | 106% |
Reaction Steps
Methyl 2-(3,5-di-tert-butylbenzyl)isonicotinate (3.538 g, 10.42 mmol) was dissolved in acetic acid (30 mL) and platinum(IV) oxide (0.118 g, 0.52 mmol) added. The resulting mixture was hydrogenated in a Büchi hydrogenator at room temperature and 5 bar for 5 h 45 min. 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 crude methyl 2-(3,5-di-tert-butylbenzyl)piperidine-4-carboxylate (3.80 g, 106%) as a beige oil. MS m/z 346 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415378B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-7d1833d027b9445fb85c9133f84ee7cc |
| Source note | uspto-grants-2013_04 |