1-Naphthaldehyde → 2-Methyl-4-(alpha-naphthyl)-1,4-dihydropyridine-3,5,6-tricarboxylic acid triethyl ester

HRID 267525

Reaktionsgleichung

Reaktionsgleichung von HRID 267525
[C:1]1([CH:11]=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:13]([O:15][C:16](=[O:25])[CH2:17][C:18]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=O)[CH3:14].[CH2:26]([O:28][C:29](=[O:34])/[CH:30]=[C:31](\[NH2:33])/[CH3:32])[CH3:27]>C(O)C>[CH2:26]([O:28][C:29]([C:30]1[CH:11]([C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)[C:17]([C:16]([O:15][CH2:13][CH3:14])=[O:25])=[C:18]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[NH:33][C:31]=1[CH3:32])=[O:34])[CH3:27]

Komponenten

5

Edukt 3

HCID 61951-NaphthaldehydeHCID 66951Diethyl oxalacetateHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-

Produkt 1

HCID 681342302-Methyl-4-(alpha-naphthyl)-1,4-dihydropyridine-3,5,6-tricarboxylic acid triethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

After heating a solution of 15.6 g of 1-naphthaldehyde, 19 g of oxalacetic acid diethyl ester and 13 g of β-aminocrotonic acid ethyl ester in 40 ccs of ethanol under reflux for 6-8 hours, and cooling, light yellow crystals of melting point 112° (ethanol) are obtained.

Aufarbeitung

  1. temperatureunder reflux for 6-8 hours
  2. temperaturecooling

Quellen und Nachweise

ORD-Eintrag
ord-854cf6f81c3c4e42b7dd4497025bb560
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03943140

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