Benzaldehyde → 2-Phthalimidomethyl-6-methyl-4-(phenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester

HRID 1449012

Reaktionsgleichung

Reaktionsgleichung von HRID 1449012
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:9]([O:11][C:12](=[O:28])[CH2:13][C:14]([CH2:16][N:17]1[C:21](=[O:22])[C:20]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:19]2[C:18]1=[O:27])=O)[CH3:10].[CH2:29]([O:31][C:32](=[O:37])/[CH:33]=[C:34](\[NH2:36])/[CH3:35])[CH3:30]>C(O)C>[CH2:9]([O:11][C:12]([C:13]1[CH:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:33]([C:32]([O:31][CH2:29][CH3:30])=[O:37])=[C:34]([CH3:35])[NH:36][C:14]=1[CH2:16][N:17]1[C:21](=[O:22])[C:20]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:19]2[C:18]1=[O:27])=[O:28])[CH3:10]

Komponenten

5

Edukt 3

HCID 240BenzaldehydeHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 701239Ethyl 4-(1,3-dioxoisoindolin-2-YL)-3-oxobutanoate

Produkt 1

HCID 705889032-Phthalimidomethyl-6-methyl-4-(phenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl esterAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 10.6 g of benzaldehyde, 28 g of phthalimidoacetoacetic acid ethyl ester and 13 g of β-aminocrotonic acid ethyl ester in 150 ccs of ethanol is heated under reflux for 2×24 hours, the mixture is stirred overnight at room temperature and the precipitate is filtered off and washed with alcohol and ether. Light yellow crystals of melting point 169°-170° C. are obtained in 75% yield.

Aufarbeitung

  1. temperatureunder reflux for 2×24 hours
  2. filtrationthe precipitate is filtered off
  3. washwashed with alcohol and ether
  4. customLight yellow crystals of melting point 169°-170° C. are obtained in 75% yield

Quellen und Nachweise

ORD-Eintrag
ord-373602fb6c314dc180d17ff52bea214b
Quelldatensatz
uspto-grants-1980_02
Patentnummer
US04188395

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