HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexene → Ethyl 3-amino-2-piperid-1-yl-5-trifluoromethylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | Ethyl 3-nitro-2-piperid-1-yl-5-trifluoromethylbenzoate | HCID 67201256 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 3-amino-2-piperid-1-yl-5-trifluoromethylbenzoate | HCID 67202696 | 48% |
Reaction Steps
To a solution of ethyl 3-nitro-2-piperid-1-yl-5-trifluoromethylbenzoate (4.9 g; 1 eq.) in ethanol (50 ml) are added cyclohexene (10.5 ml; 7.5 eq.) and 10% Pd/C (0.6 g), and the mixture is stirred at reflux for 5 hours. After removing the catalyst by filtration and concentrating to dryness, the pasty solid is purified by chromatography on silica (eluent: 4/1 pentane/ether). 2.15 g of ethyl 3-amino-2-piperid-1-yl-5-trifluoromethylbenzoate are obtained in the form of a reddish oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947675B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-0e9ce815993248ccb93d2e962c6c956e |
| Source note | uspto-grants-2011_05 |