HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-Butyl 4-(ethylamino)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl 4-oxopiperidine-1-carboxylate | HCID 735900 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Catalyst | Titanium isopropoxide | HCID 11026 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-Butyl 4-(ethylamino)piperidine-1-carboxylate | HCID 18374730 | — |
Reaction Steps
To 5.0 g of N-Boc-4-piperidone were added 12.6 ml of titanium isopropoxide and 9.34 ml of triethylamine. This mixture was stirred for 1 hour, then 25 ml of EtOH (abs) and 1.056 g of sodium cyanoborohydride were added. The reaction was stirred for 48 hours at room temperature. EtOH and HsO were added and the reaction mixture was filtered through Celite. The solvent was then evaporated under reduced pressure. The residue was purified by flash chromatography with 10% EtOAc in hexane to give 3.548 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06498161B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-3510ee36a955467bad16fbe5ef893263 |
| Source note | uspto-grants-2002_12 |