HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diethyl Malonate → Ethyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diethyl Malonate | HCID 7761 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 2-((Propan-2-yl)amino)benzaldehyde | HCID 11041035 | — |
| Lösungsmittel | Acetic Anhydride | HCID 7918 | — |
| Produkt | Ethyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate | HCID 15468682 | 61,3% |
Reaktionsschritte
A solution of 7.5 g of 2-isopropylaminobenzaldehyde, 11.0 g of diethyl malonate and 11.6 g of sodium hydrogen carbonate in 80 ml of acetic anhydride was stirred at 100° C. for 15 hours. After the solvent was removed by distillation in vacuo, water was added to the residue. The mixture was then extracted with ethyl acetate. After the organic layer was washed with water and then with saturated sodium bicarbonate aqueous solution, the organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off in vacuum. The resulting oily substance was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1) to obtain 7.3 g of ethyl 1-isopropyl-2(1H)-quinolone-3-carboxylate.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05571820 |
| Quelldatensatz | uspto-grants-1996_11 |
| ORD ID | ord-6cbc130521414ee79d8e151e061a4437 |
| Quellennotiz | uspto-grants-1996_11 |