HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexylamine → HCID 86599750, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexylamine | HCID 8102 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Benzyl [(3S)-2-oxopiperidin-3-yl]carbamate | HCID 11482034 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86599750 | HCID 86599750 | — |
Reaction Steps
A solution of (3S)-3-benzyloxycarbonylamino-2-piperidone (2.48 g, 9.99 mmol) in tetrahydrofuran (25 mL) was cooled at an external temperature of −78° C., followed by adding dropwise thereto an n-butyllithium-hexane solution (1.54 M, 6.2 mL, 9.548 mmol) over a period of 10 minutes, and the resulting mixture was stirred at the same temperature for 1.5 hours. Subsequently, a solution of phosphorus oxychloride (1.53 g, 9.98 mmol) in tetrahydrofuran (5 mL) was added thereto and stirred for 1.25 hours, after which n-hexylamine (d=0.76, 6.0 mL, 45.06 mmol) was added thereto and the resulting mixture was stirred at room temperature for 10 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07348318B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-db3f9d202367461b8ec6121a666081fd |
| Source note | uspto-grants-2008_03 |