HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Tert-butyl 4-cyanopiperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1-(tert-Butoxycarbonyl)piperidine-4-carboxamide | HCID 2735646 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl 4-cyanopiperidine-1-carboxylate | HCID 1514443 | 67.9% |
Reaction Steps
To a solution of 4-carbamoylpiperidine-1-carboxylic acid tert-butyl ester (5.6 g) in a mixture of tetrahydrofuran (110 ml) and carbon tetrachloride (90 ml) was added triphenylphosphine (24.4 g), and the mixture was stirred under reflux for 1.5 hours. After completion of the reaction, the reaction mixture was filtrated and the solvent was evaporated. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) and dried under reduced pressure to give the title compound (3.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562828B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-b0eeebc1b0674525b0cabf437781de79 |
| Source note | uspto-grants-2003_05 |