HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Selenious Acid → (6-Chloro-3-formyl-quinoxalin-5-yl)-acetic acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Selenious Acid | HCID 1091 | — |
| Edukt | (6-Chloro-3-methyl-quinoxalin-5-yl)-acetic acid methyl ester | HCID 66882129 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | (6-Chloro-3-formyl-quinoxalin-5-yl)-acetic acid methyl ester | HCID 86253938 | 81% |
Reaktionsbedingungen
| Temperatur | 100 °C |
|---|
Reaktionsschritte
Selenious acid (645 mg, 5.00 mmol, 1.1 equiv) was added to a solution of (6-chloro-3-methyl-quinoxalin-5-yl)-acetic acid methyl ester in dioxane (30 ml). The reaction mixture was heated to 100° C. After 60 minutes, an additional portion of selenious acid (645 mg) was added, and heating was continued for another 60 minutes. After cooling, the reaction mixture was diluted with water, filtered, and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified via flash chromatography (gradient of hexane/EtOAc 100:0 to 80:20) to afford the title compound (966 mg, 81%). MS (ES+): 264 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07781438B2 |
| Quelldatensatz | uspto-grants-2010_08 |
| ORD ID | ord-a31cc0070def436684d8bf55185ce669 |
| Quellennotiz | uspto-grants-2010_08 |