3-Nitrobenzaldehyde → 2-Acetoxymethyl-6-methyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester

HRID 1449001Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1449001
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].[CH2:12]([O:14][C:15](=[O:24])[CH2:16][C:17]([CH2:19][O:20][C:21](=[O:23])[CH3:22])=O)[CH3:13].[CH2:25]([O:27][C:28](=[O:33])/[CH:29]=[C:30](\[NH2:32])/[CH3:31])[CH3:26]>C(O)C>[CH2:12]([O:14][C:15]([C:16]1[CH:7]([C:6]2[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[C:29]([C:28]([O:27][CH2:25][CH3:26])=[O:33])=[C:30]([CH3:31])[NH:32][C:17]=1[CH2:19][O:20][C:21](=[O:23])[CH3:22])=[O:24])[CH3:13]

Komponenten

5

Edukt 3

HCID 74493-NitrobenzaldehydeHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 11480907Ethyl 4-acetoxyacetoacetate

Produkt 1

HCID 133883462-Acetoxymethyl-6-methyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

7.5 g of 3-nitrobenzaldehyde, 9.4 g of γ-acetoxyacetoacetic acid ethyl ester and 6.5 g of β-aminocrotonic acid ethyl ester in 40 ccs of ethanol are heated under reflux for 20 hours, the mixture is cooled and the precipitate is filtered off.

Aufarbeitung

  1. temperatureunder reflux for 20 hours
  2. temperaturethe mixture is cooled
  3. filtrationthe precipitate is filtered off

Quellen und Nachweise

ORD-Eintrag
ord-6fecc888405549d1a07bffdb9dc092f3
Quelldatensatz
uspto-grants-1980_02
Patentnummer
US04188395

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