Diphenyl Ether → 3-butyryl-8-acetyl-4(1H)-quinolone

HRID 1885172

Reaktionsgleichung

Reaktionsgleichung von HRID 1885172
[C:1]([C:6](=[CH:12][NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20](=[O:22])[CH3:21])[C:7]([O:9]CC)=O)(=[O:5])[CH2:2][CH2:3][CH3:4].C1(OC2C=CC=CC=2)C=CC=CC=1>CCOCC>[C:1]([C:6]1[C:7](=[O:9])[C:19]2[C:14](=[C:15]([C:20](=[O:22])[CH3:21])[CH:16]=[CH:17][CH:18]=2)[NH:13][CH:12]=1)(=[O:5])[CH2:2][CH2:3][CH3:4]

Komponenten

4

Edukt 2

HCID 7583Diphenyl EtherHCID 178450482HCID 178450482, Verbindung

Produkt 1

HCID 103777553-butyryl-8-acetyl-4(1H)-quinoloneAusbeute 70,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Ethyl 2-butyryl-3-(2-acetylphenylamino)acrylate (14.8 g, 48.8 mmol) was added to boiling diphenyl ether (50 ml) and heated at reflux for 3.5 hours. After cooling, the solution was poured into ether, and the solid filtered off and washed with ether to obtain 3-butyryl-8-acetyl-4(1H)-quinolone (8.8 g), contaminated with some diphenyl ether. This material was used without further purification.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 3.5 hours
  3. temperatureAfter cooling
  4. filtrationthe solid filtered off
  5. washwashed with ether

Quellen und Nachweise

ORD-Eintrag
ord-b0f96a80b7ba468191ba8632e0f3bb51
Quelldatensatz
uspto-grants-1992_09
Patentnummer
US05143920

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