HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl vinyl ketone → (3RS)-3-Methyl-4-N-(3-oxo-1-butyl)-3,4-dihydroquinoxalin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl vinyl ketone | HCID 6570 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Methyl-3,4-dihydroquinoxalin-2(1H)-one | HCID 2763642 | — |
| Reactant | MTBE heptane | HCID 22389680 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (3RS)-3-Methyl-4-N-(3-oxo-1-butyl)-3,4-dihydroquinoxalin-2(1H)-one | HCID 22619809 | 87% |
Reaction Steps
3-Methyl-3,4-dihydroquinoxalin-2(1H)-one (0.5 g, 3.1 mmol) together with 0.35 ml (4.3 mmol) of methyl vinyl ketone and a catalytic amount of triethylamine were stirred for 20 hours at room temperature in 20 ml of anhydrous ethanol. Silica gel chromatography with methyl tert.-butyl ether/heptane=2:1 gave 620 mg (87%) of the desired product, melting point 108-109° C. (methyl tert.-butyl ether/heptane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06369057B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-793258db47464266ae292ceb524aeeeb |
| Source note | uspto-grants-2002_04 |