Réaction #95098

Équation de réaction

4-benzyloxyphenylhydrazine-hydrochloride

(3-chlorophenyl)-acetone

sulfuric acid

→

5-Benzyloxy-3-(3-chloro-phenyl)-2-methyl-1H-indole

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   Températurewas refluxed for five hours
2. 2
   workup.DISTILLATIONAfter the ethanol was distilled off
3. 3
   workup.ADDITIONthe residue was mixed with water
4. 4
   Extractionextracted with chloroform
5. 5
   SéchageThe extracts were dried over sodium sulfate
6. 6
   Autreevaporated
7. 7
   AutreThe evaporation residue was purified by chromatography on silicagel

Mode opératoire

An amount of 11.7 g (47 m mole) of 4-benzyloxyphenylhydrazine-hydrochloride and 6.39 g (38 m mole) of (3-chlorophenyl)-acetone was dissolved in 35 ml of absolute ethanol, and after addition of 2.7 ml of concentrated sulfuric acid the mixture was refluxed for five hours. After the ethanol was distilled off, the residue was mixed with water and extracted with chloroform. The extracts were dried over sodium sulfate and evaporated. The evaporation residue was purified by chromatography on silicagel by using toluene as solvent.

Source