Reaktion #11291

Reaktionsgleichung

potassium carbonate

N,N-diphenyl-1,4-phenylenediamine

3-iodotoluene

→

N,N′-diphenyl-N-(3-tolyl)-1,4-phenylenediamine

Ausbeute 48.6%

Lösungsmittel

decalin

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter the completion of the reaction
2. 2
   Filtrationthe reaction solution was filtrated with the addition of 100 ml of toluene
3. 3
   WaschenThe filtrate was washed with water
4. 4
   Trocknendried over sodium sulfate
5. 5
   Sonstigewas removed by distillation from the filtrate
6. 6
   Sonstigethe residue was purified twice by means of a silica gel column (

Vorschrift

In a 200 ml reaction vessel 26 grams of N,N-diphenyl-1,4-phenylenediamine and 22 grams of 3-iodotoluene were heated together with 0.3 grams of activated copper powders, 50 grams of potassium carbonate and 50 ml of decalin at an oil bath temperature of 200° C. for 24 hours in an Ar atmosphere. After the completion of the reaction, the reaction solution was filtrated with the addition of 100 ml of toluene thereto, thereby removing insolubles. The filtrate was washed with water, and dried over sodium sulfate. Following this, the solvent was removed by distillation from the filtrate, and the residue was purified twice by means of a silica gel column (using a mixed solvent of n-hexane and toluene as a developing solvent), thereby obtaining 17 grams of N,N′-diphenyl-N-(3-tolyl)-1,4-phenylenediamine.

Quelle