HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiophene → (+/-)-Methyl 1-(4-aminophenyl)-alpha-phenyl-4-piperidineacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiophene | HCID 8030 | — |
| Reactant | (+/-)-Methyl 1-(4-nitrophenyl)-alpha-phenyl-4-piperidineacetate | HCID 22499408 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (+/-)-Methyl 1-(4-aminophenyl)-alpha-phenyl-4-piperidineacetate | HCID 22499374 | 98.1% |
Reaction Steps
A mixture of intermediate (14) (0.0022 mole) in methanol (100 ml) was hydrogenated at 50° C. with palladium-on-carbon (10%) (0.1 g) as a catalyst in the presence of a 4% thiophene solution (0.1 ml). After uptake of hydrogen (3 equivalents), the catalyst was filtered off and the filtrate was evaporated. The residue was triturated in hexane. The precipitate was filtered off and dried, yielding 0.7 g of (±)-methyl 1-(4-aminophenyl)-α-phenyl-4-piperidineacetate (intermediate 15, melting point 125° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528154B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-05fe50ff46724dd5b6a0efca7ea5f535 |
| Source note | uspto-grants-2009_05 |