4-Chlorobenzaldehyde → Methyl 5-acetyl-2,6-dimethyl-4-(4-chlorophenyl)-1,4-dihydropyridine-3-carboxylate

HRID 263973

Reaktionsgleichung

Reaktionsgleichung von HRID 263973
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[NH2:10][C:11]([CH3:16])=[CH:12][C:13](=[O:15])[CH3:14].[C:17]([O:23][CH3:24])(=[O:22])[CH2:18][C:19]([CH3:21])=O>C(O)(C)C>[C:13]([C:12]1[CH:6]([C:5]2[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:18]([C:17]([O:23][CH3:24])=[O:22])=[C:19]([CH3:21])[NH:10][C:11]=1[CH3:16])(=[O:15])[CH3:14]

Komponenten

5

Edukt 3

HCID 77264-ChlorobenzaldehydeHCID 7757Methyl acetoacetateHCID 1368734-Amino-3-penten-2-one

Produkt 1

HCID 15337221Methyl 5-acetyl-2,6-dimethyl-4-(4-chlorophenyl)-1,4-dihydropyridine-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

5.64 g (40 mmol) of 4-chlorobenzaldehyde, 4.0 g (40 mmol) of 4-aminopent-3-en-2-one and 4.6 g (40 mmol) of methyl acetoacetate are heated to reflux for 12 h in 100 ml of isopropanol. The reaction mixture is allowed to cool and is concentrated. 1.85 g of the title compound crystallize from Et2O.

Aufarbeitung

  1. temperatureto cool
  2. concentrationis concentrated
  3. custom1.85 g of the title compound crystallize from Et2O

Quellen und Nachweise

ORD-Eintrag
ord-28c0316e636846f197225b123a7a9827
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05646166

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