Hexane → Ethyl 6-methoxy-7-methyl-4-oxo-1,4-dihydro-quinoline-3-carboxylate

HRID 228863Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 228863
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH:10]=[C:11]([C:17]([O:19]CC)=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:5][C:4]=1[CH3:22].CCCCCC>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[C:7]2[C:6](=[CH:5][C:4]=1[CH3:22])[NH:9][CH:10]=[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:17]2=[O:19]

Komponenten

4

Edukt 2

HCID 8058HexaneHCID 12369041Diethyl 2-[(4-methoxy-3-methyl-phenylamino)-methylene]-malonate

Produkt 1

HCID 12369042Ethyl 6-methoxy-7-methyl-4-oxo-1,4-dihydro-quinoline-3-carboxylateAusbeute 40,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7583Diphenyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
220 °C

Versuchsvorschrift

Diethyl 2-[(4-methoxy-3-methyl-phenylamino)-methylene]-malonate (73.9 g) was dissolved in diphenyl ether (200 ml) to prepare a solution which was then stirred at 220° C. for 2 hr. The reaction solution was cooled to room temperature, hexane was then added to the reaction solution, and the precipitated crystal was collected by filtration to give ethyl 6-methoxy-7-methyl-4-oxo-1,4-dihydro-quinoline-3-carboxylate (25.5 g, yield 35%).

Aufarbeitung

  1. customto prepare a solution which
  2. temperatureThe reaction solution was cooled to room temperature
  3. filtrationthe precipitated crystal was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-d9fe981624304f4497da73d8ac106824
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560558B2

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