HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 4-Acetyl-3,4-dihydroquinoxalin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Fluoro-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-one | HCID 22912892 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Acetyl-3,4-dihydroquinoxalin-2(1H)-one | HCID 2770825 | — |
Reaction Steps
Acetyl chloride (0.36 ml) is added to 1,2,3,4-tetrahydroquinoxalin-2-one (IV, EXAMPLE 1, 0.676 g) and triethylamine (0.76 ml) in THF (8 ml) at 0°. After stirring for 1 hr, the solvent is removed under reduced pressure and the residue is partitioned between dichloromethane and aq. sodium bicarbonate. The layers are separated, the organic phase is filtered through sodium sulfate and concentrated. The concentrate is crystallized from methanomethylene chloride/hexane to give the title compound, mp 164°-165°; NMR (CDCl3) 2.28, 4.54, 7.00, 7.11, 7.21 and 9.19 δ.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05574038 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-f0b3fe839b9c4397ad759c08e9436e5e |
| Source note | uspto-grants-1996_11 |