HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → N-[4-(3,4-dihydroquinolin-1(2H)-ylcarbonyl)phenyl]benzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1,2,3,4-Tetrahydroquinoline | HCID 69460 | — |
| Edukt | 4-Benzoylaminobenzoyl chloride | HCID 12500958 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | N-[4-(3,4-dihydroquinolin-1(2H)-ylcarbonyl)phenyl]benzamide | HCID 10642000 | 74,2% |
Reaktionsschritte
To a solution of 1,2,3,4-tetrahydroquinoline (28.7 g) in acetone (400 ml) and water (200 ml) is added potassium carbonate (38.8 g) and further thereto is added 4-benzoylaminobenzoyl chloride (56 g) under ice-cooling. The mixture is stirred at room temperature overnight. Water is added to the reaction mixture, and the mixture is extracted with dichloromethane. The extract is dried over magnesium sulfate, and the solvent is distilled off under reduced pressure. The resulting residue is purified by silica gel column chromatography and recrystallized from methanol to give 1-[4-(benzoylamino)benzoyl]-1,2,3,4-tetrahydroquinoline (57 g) as white powder, m.p. 202.5°-203.5° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05559230 |
| Quelldatensatz | uspto-grants-1996_09 |
| ORD ID | ord-30be182b9b9e4e5b89ae38ba69f5a7c4 |
| Quellennotiz | uspto-grants-1996_09 |