2-Methylquinoline → 2-[(E)-2-(3-nitrophenyl)vinyl]quinoline

HRID 579729Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 579729
C(OC(=O)C)(=O)C.[N:8]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][C:9]=1[CH3:10].[N+:19]([C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH:25]=O)([O-:21])=[O:20]>O>[N+:19]([C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)/[CH:25]=[CH:10]/[C:9]1[CH:11]=[CH:12][C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:8]=1)([O-:21])=[O:20]

Komponenten

5

Edukt 3

HCID 70602-MethylquinolineHCID 74493-NitrobenzaldehydeHCID 7918Acetic Anhydride

Produkt 1

HCID 53766172-[(E)-2-(3-nitrophenyl)vinyl]quinolineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

To 3.1 g of acetic anhydride, 7.2 g of quinaldine and 7.6 g of m-nitrobenzaldehyde were added and the resulting mixture was stirred under nitrogen atmosphere at 160° C. for 4 hours. After completion of the reaction, water was added to the reaction mixture and the resulting solid was collected by filtration and dried. Recrystallization from toluene gave 12.1 g (yield: 88%) of the captioned compound as an yellow powder.

Aufarbeitung

  1. additionwas added to the reaction mixture
  2. filtrationthe resulting solid was collected by filtration
  3. customdried
  4. customRecrystallization from toluene

Quellen und Nachweise

ORD-Eintrag
ord-6805216384184842b8c78adcbe30a236
Quelldatensatz
uspto-grants-1988_06
Patentnummer
US04749701

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