Reaktion #1787868

Reaktionsgleichung

5-(2-chlorophenyl)-2-(1-hydroxyethylidene)cyclohexane-1,3-dione

benzylhydrazine

4-guanidinoimino-3-methyl-6-phenyl-4,5,6,7-tetrahydroindole hydrochloride

triethylamine

ethanol

→

1-benzyl-6-(2-chlorophenyl)-3-methyl-4,5,6,7-tetrahydroindazol-4-one

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was refluxed for 2.5 hours
2. 2
   SonstigeUnder reduced pressure, the solvent was evaporated
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
4. 4
   WaschenThe organic layer was washed with water and saturated brine
5. 5
   Trocknendried with magnesium sulfate
6. 6
   Einengenconcentrated under reduced pressure
7. 7
   Sonstigethe residue was purified with silica gel column chromatography (ethyl acetate-hexane)
8. 8
   SonstigeThe resulting crystals were recrystallized from ethyl acetate-hexane

Vorschrift

To a solution of 5-(2-chlorophenyl)-2-(1-hydroxyethylidene)cyclohexane-1,3-dione (0.5 g) and benzylhydrazine 2 hydrochloride (0.39 g) in ethanol (30 ml) was added triethylamine (0.42 g), and the mixture was refluxed for 2.5 hours. Under reduced pressure, the solvent was evaporated, and the residue was dissolved in ethyl acetate. The organic layer was washed with water and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure, and the residue was purified with silica gel column chromatography (ethyl acetate-hexane). The resulting crystals were recrystallized from ethyl acetate-hexane to give 1-benzyl-6-(2-chlorophenyl)-3-methyl-4,5,6,7-tetrahydroindazol-4-one (0.37 g) as colorless crystals.

Quelle