Reaktion #75371

Reaktionsgleichung

charcoal

3,5-dichloroaniline

benzaldehyde

p-toluenesulfonic acid monohydrate

→

N-benzylidene-3,5-dichloroaniline

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeTo a reaction flask, equipped with a Dean-Stark trap
2. 2
   TemperaturThe reaction mixture is then warmed
3. 3
   Temperaturto reflux
4. 4
   Sonstigethe water (1.65 ml.) collected
5. 5
   Sonstigeby azeotroping
6. 6
   SonstigeThe cooled reaction mixture
7. 7
   Sonstigeto give an amber oil that
8. 8
   Sonstigecrystallizes

Vorschrift

To a reaction flask, equipped with a Dean-Stark trap, is added 3,5-dichloroaniline (16.2 g., 0.10 mole), benzaldehyde (10.6 g., 0.10 mole), p-toluenesulfonic acid monohydrate (0.2 g.), and toluene (100 ml.). The reaction mixture is then warmed to reflux and the water (1.65 ml.) collected by azeotroping. The cooled reaction mixture is treated with charcoal and the filtrate reduced in vacuo to give an amber oil that crystallizes on standing to give N-benzylidene-3,5-dichloroaniline which is recrystallized from pentane. m.p. 52°-53° C.

Quelle