HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Toluidine → Ethyl 3-[(3-methylphenyl)amino]-1-pyrrolidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Toluidine | HCID 7934 | — |
| Reactant | Thiophene | HCID 8030 | — |
| Reactant | Ethyl 3-oxopyrrolidine-1-carboxylate | HCID 277754 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ethyl 3-[(3-methylphenyl)amino]-1-pyrrolidinecarboxylate | HCID 15124798 | 100% |
Reaction Steps
A mixture of 7.9 parts of ethyl 3-oxo-1-pyrrolidinecarboxylate, 5.35 parts of 3-methylbenzenamine, 1 part of a solution of thiophene in methanol 4% and 200 parts of methanol was hydrogenated at normal pressure and at 50° C. with 2 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 12.4 parts (100%) of ethyl 3-[(3-methylphenyl)amino]-1-pyrrolidinecarboxylate as a residue (intermediate 19).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05292738 |
| Source dataset | uspto-grants-1994_03 |
| ORD ID | ord-0aca31dae9a94893ba63a9f693f61341 |
| Source note | uspto-grants-1994_03 |