Ammonia → 2,6-Dimethoxymethyl-4-(2'-trifluoromethylphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester

HRID 918449

Reaktionsgleichung

Reaktionsgleichung von HRID 918449
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[CH2:13]([O:15][C:16](=[O:23])[CH2:17][C:18]([CH2:20][O:21][CH3:22])=O)[CH3:14].[NH3:24]>C(O)C>[CH2:13]([O:15][C:16]([C:17]1[CH:5]([C:4]2[CH:7]=[CH:8][CH:9]=[CH:10][C:3]=2[C:2]([F:12])([F:11])[F:1])[C:17]([C:16]([O:15][CH2:13][CH3:14])=[O:23])=[C:18]([CH2:20][O:21][CH3:22])[NH:24][C:18]=1[CH2:20][O:21][CH3:22])=[O:23])[CH3:14]

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 123067o-(Trifluoromethyl)benzaldehydeHCID 12645099Ethyl 4-methoxy-3-oxobutanoate

Produkt 1

HCID 681206652,6-Dimethoxymethyl-4-(2'-trifluoromethylphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl esterAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

8.7 g of 2-trifluoromethylbenzaldehyde, 16 g of γ-methoxyacetoacetic acid ethyl ester and 5 ml of aqueous concentrated ammonia in 30 ml of ethanol are heated to the boil overnight, the mixture is cooled and 2,6-dimethoxymethyl-4-(2'-trifluoromethylphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester is obtained in the form of light brown crystals of melting point 133°-134°C, in a yield of 60% of theory.

Aufarbeitung

  1. temperaturethe mixture is cooled

Quellen und Nachweise

ORD-Eintrag
ord-3a32c1ca76564a2abfc1114b9414c74b
Quelldatensatz
uspto-grants-1976_07
Patentnummer
US03971796

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