HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → Ethyl (trans)-4-(aminomethyl)-3-ethoxy-1-piperidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Ethyl (trans)-4-cyano-3-ethoxy-1-piperidine-carboxylate | HCID 86589666 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ethyl (trans)-4-(aminomethyl)-3-ethoxy-1-piperidinecarboxylate | HCID 86589667 | 27.4% |
Reaction Steps
A mixture of intermediate (13) (0.19 mol) in methanol saturated with NH3 (500 ml) was hydrogenated at 14° C. with Raney nickel as a catalyst. After uptake of hydrogen (2 equivalents), the catalyst was filtered off and the filtrate was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/(CH3OH/NH3) 95/5). The desired fractions were collected and the solvent was evaporated, yielding 12 g of ethyl (trans)-4-(aminomethyl)-3-ethoxy-1-piperidinecarboxylate (intermediate 14).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06544997B1 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-069e9e9a191c43088bfea141962db08b |
| Source note | uspto-grants-2003_04 |