HCID 10976898, Verbindung → HCID 20277264, Verbindung

HRID 1759118Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1759118
[C:1]([C:3]1[CH:19]=[CH:18][CH:17]=[CH:16][C:4]=1[CH:5]=[C:6]([C:13]([CH3:15])=O)[C:7]([O:9]CCCl)=[O:8])#[N:2].[NH2:20]/[C:21](/[CH:28]([O:32][CH2:33][CH3:34])[O:29][CH2:30][CH3:31])=[CH:22]\[C:23]([O:25][CH2:26][CH3:27])=[O:24]>C(OCC)(=O)C>[C:1]([C:3]1[CH:19]=[CH:18][CH:17]=[CH:16][C:4]=1[CH:5]1[C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[C:21]([CH:28]([O:32][CH2:33][CH3:34])[O:29][CH2:30][CH3:31])[NH:20][C:13]([CH3:15])=[C:6]1[C:7]([OH:9])=[O:8])#[N:2]

Komponenten

4

Edukt 2

HCID 10976898HCID 10976898, VerbindungHCID 543701612-Chloroethyl 2-(2-cyanobenzylidene)acetoacetate

Produkt 1

HCID 20277264HCID 20277264, VerbindungAusbeute 82,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 2-chloroethyl 2-(2-cyanobenzylidene)acetoacetate (4.72 g) and ethyl 3-amino-4,4-diethoxycrotonate (4.06 g) was heated for 3 hours at 100°~105° C. with stirring. After cooling, the reaction mixture was dissolved in ethyl acetate, and the solution was washed twice with an aqueous solution of sodium chloride and then dried over magnesium sulfate. After removal of the solvent under reduced pressure, the residual oil was chromatographed over silica gel with a mixture of benzene and ethyl acetate (5:1 V/V) to give 2-chloroethyl ester of 4-(2-cyanophenyl)-5-ethoxycarbonyl-6-diethoxymethyl-2-methyl-1,4-dihydropyridine-3-carboxylic acid (5.81 g).

Aufarbeitung

  1. temperaturewas heated for 3 hours at 100°~105° C.
  2. temperatureAfter cooling
  3. washthe solution was washed twice with an aqueous solution of sodium chloride
  4. dry with materialdried over magnesium sulfate
  5. customAfter removal of the solvent under reduced pressure
  6. customthe residual oil was chromatographed over silica gel with a mixture of benzene and ethyl acetate (5:1 V/V)

Quellen und Nachweise

ORD-Eintrag
ord-dd3589ae9e46447f92e2aadcacb49e9b
Quelldatensatz
uspto-grants-1982_07
Patentnummer
US04338322

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