HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl piperazine-1-carboxylate → HCID 69417178, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carbaldehyde | HCID 10773638 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 69417178 | HCID 69417178 | 94% |
Reaction Steps
A mixture of 6-formyl-4H-benzo[1,4]oxazin-3-one (1.91 g, 10.8 mmol) and 1-(tert-butoxycarbonyl)piperazine (2.0 g, 10.8 mmol) in 1,2-dichloroethane (120 mL), was cooled in an ice-bath, and treated portionwise with sodium triacetoxyborohydride (3.43 g, 16.2 mmol) over 0.3 h, with stirring under argon. The resulting mixture was stirred at room temperature for 4 h, then partitioned between dichloromethane (100 mL) and saturated aqueous sodium bicarbonate. The organic layer was separated, dried (Na2SO4) and evaporated in vacuo to give the title compound (3.52 g, 94%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244726B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-ba0e2e6bbd744b10b7eb37a2f633ac3e |
| Source note | uspto-grants-2007_07 |