HuagongsheHuagongshe Chemistry Print Report · For research reference only
9-Benzyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one → 9-Benzyl-1-oxa-4,9-diazaspiro[5.5]undecane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 9-Benzyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one | HCID 20522041 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 9-Benzyl-1-oxa-4,9-diazaspiro[5.5]undecane | HCID 35753744 | 82.7% |
Reaction Steps
To a stirring mixture of lithium aluminum hydride (2.22 g, 58.5 mmol) in tetrahydrofuran (70 mL) was added compound 399 (3.60 g, 13.8 mmol), portionwise over three minutes. After 1.25 hours of reflux the reaction was cooled to room temperature and quenched with water (2.22 mL), then 1N NaOH (2.22 mL), then water (2×2.22 mL). The remaining solids were filtered off, and the filtrate was concentrated to give compound 402 (2.81 g, 82%). LCMS-ESI (POS), M/Z, M+1: Found 247.1, Calculated 247.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980903B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-2dcc43ea69014a0ebf47a4682f6e2514 |
| Source note | uspto-grants-2015_03 |