HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia methanol → 1-Piperidinecarboxylic acid, 4-(aminomethyl)-4-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia methanol | HCID 21705897 | — |
| Reactant | tert-Butyl 4-[(benzyloxy)methyl]-4-cyanopiperidine-1-carboxylate | HCID 53485182 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-Piperidinecarboxylic acid, 4-(aminomethyl)-4-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester | HCID 67236451 | 79% |
Reaction Steps
To a slurry of Raney nickel (1 g, 10% w/w) in methanol are added tert-butyl 4-[(benzyloxy)methyl]-4-cyanopiperidine-1-carboxylate (10 g, 30.3 mmol) and methanol/NH3 (1 mL). The reaction mixture is stirred at room temperature under 60 psi of H2 for 16 h. Then the reaction mixture is filtered through a pad of Celite and the filtrate is concentrated to afford the title compound (8 g, 79%) as a colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150577B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-85d246bceeda43b5ba7db3ab09b45401 |
| Source note | uspto-grants-2015_10 |