HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylamine → 1-Piperidinecarboxylic acid, 3-(phenylmethoxy)-4-[(phenylmethyl)amino]-, ethyl ester, cis-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Thiophene | HCID 8030 | — |
| Reactant | Ethyl 3-(benzyloxy)-4-oxopiperidine-1-carboxylate | HCID 3019711 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-Piperidinecarboxylic acid, 3-(phenylmethoxy)-4-[(phenylmethyl)amino]-, ethyl ester, cis- | HCID 13677745 | — |
Reaction Steps
To 5 parts of a solution of 2 parts of thiophene in 40 parts of ethanol, were added 135 parts of ethyl 4-oxo-3-(phenylmethoxy)-1-piperidinecarboxylate, 55 parts of benzenemethanamine and 400 parts of methanol. The whole was hydrogenated at normal pressure and at 50° C. with 8 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 170 parts of ethyl cis-3-(phenylmethoxy)-4-[(phenylmethyl)amino]-1-piperidinecarboxylate as an oily residue (intermediate 48).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05137896 |
| Source dataset | uspto-grants-1992_08 |
| ORD ID | ord-67532aed5b904f52b4684dcca3160e44 |
| Source note | uspto-grants-1992_08 |