Dichloromethane → Ethyl 1,6-dimethyl-2-phenyl-4-oxonicotinate

HRID 1089045Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1089045
[CH3:1][NH:2][C:3]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[CH:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH2:16]=[C:17]1O[C:19](=[O:20])[CH2:18]1.C(Cl)Cl>CCOCC>[CH3:1][N:2]1[C:17]([CH3:16])=[CH:18][C:19](=[O:20])[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[C:3]1[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 12661DiketeneHCID 58005139Ethyl 3-(methylamino)-3-phenylacrylate

Produkt 1

HCID 14075276Ethyl 1,6-dimethyl-2-phenyl-4-oxonicotinate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

10.25 g of ethyl beta-methylaminocinnamate, 9.4 g of technical grade diketene and 25 ml dry methylene chloride are mixed in a flask fitted with a calcium chloride drying tube. The reaction mixture is stored at room temperature for 117 hours. Approximately 75 ml of dry ether is added and the resulting crystalline solid is filtered to yield 8.5 g of ethyl 1,6-dimethyl-2-phenyl-4-oxonicotinate. mp (toluene)=244°-248° C.

Aufarbeitung

  1. customfitted with a calcium chloride drying tube
  2. filtrationthe resulting crystalline solid is filtered

Quellen und Nachweise

ORD-Eintrag
ord-4484774cd78c4cee876859c9c3dda936
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04964896

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