HuagongsheHuagongshe Chemistry Print Report · For research reference only
(+,-) 2-Phenyl-cyclopentanone oxime → Cyclopentanamine, 2-phenyl-, (1R,2R)-rel-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (+,-) 2-Phenyl-cyclopentanone oxime | HCID 72517452 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Cyclopentanamine, 2-phenyl-, (1R,2R)-rel- | HCID 10931745 | 62% |
Reaction Steps
Scheme IA, step B: (+,−) 2-Phenyl-cyclopentanone oxime from preparation 6 above was dissolved in 35 mL of ethanol and hydrogenated using 90 mg of 5% Pd/C at 40° C. overnight at 413.69 kPa (60 psi). The solution was filtered and concentrated in vacuo to give 0.43 g (62%) of a colorless oil. Some dimeric material resulted by this procedure according to the mass spec. The cis:trans ratio was estimated to be 4:1. The amine was used directly without further purification. The NMR was consistent with the assigned structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06639107B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-0d97089487d241f8ab90e0019bf8c2e7 |
| Source note | uspto-grants-2003_10 |