HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl oxoacetate → 6,7-Dimethoxyquinoxalin-2-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl oxoacetate | HCID 70211 | — |
| Edukt | 1,2-Dimethoxy-4,5-dinitrobenzene | HCID 222989 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | Acetic acid ethanol | HCID 18476134 | — |
| Produkt | 6,7-Dimethoxyquinoxalin-2-ol | HCID 11333210 | 38,8% |
Reaktionsschritte
A mixture of 1,2-dimethoxy-4,5-dinitrobenzene (5.7 g, 25.0 mmol) in ethanol/acetic acid (140 mL, 1:1) was hydrogenated over palladium on carbon (10%, 1 g) at normal pressure and room temperature for 3 hours, then filtered through a pad of celite. The filtrate containing the crude diamine was treated with ethyl oxoacetate (50 wt % in toluene, 10 mL, 50 mmol) and the reaction was stirred at room temperature overnight. The resulting precipitate was collected by filtration. This material was suspended in a mixture of methanol/dichloromethane and solvent was removed under reduced pressure to remove traces of acetic acid to give 2.0 g (38%) of product as a solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07875715B2 |
| Quelldatensatz | uspto-grants-2011_01 |
| ORD ID | ord-db5b4f65ef05466496b3d77ab48bf680 |
| Quellennotiz | uspto-grants-2011_01 |