Reaktion #354975

Reaktionsgleichung

potassium carbonate

5-chlorosalicylaldehyde

potassium carbonate

2-chloropropionitrile

2-chloropropionitrile

→

3-chloro-6-(1-cyanoethoxy)-benzaldehyde

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux
2. 2
   TemperaturThe mixture is heated
3. 3
   Temperaturunder reflux for 1.5 hours
4. 4
   TemperaturHeating
5. 5
   workup.STIRRINGstirring
6. 6
   Sonstige2 hours
7. 7
   Filtrationafter which the reaction mixture is filtered
8. 8
   Waschenthe filter-cake washed with acetone
9. 9
   SonstigeEvaporation of the combined filtrate

Vorschrift

A mixture of 5-chlorosalicylaldehyde (78 g., 0.5 mole), finely powdered anhydrous potassium carbonate (103.5 g., 0.75 mole) and acetone (500 ml.) is stirred under reflux and 2-chloropropionitrile (33.6 g., 0.375 mole) is added over a period of about 5 minutes. The mixture is heated under reflux for 1.5 hours and then treated with potassium carbonate (34.5 g., 0.25 mole) followed by more 2-chloropropionitrile (11.2 g., 0.125 mole). Heating and stirring are continued for 31/2 hours, after which the reaction mixture is filtered and the filter-cake washed with acetone. Evaporation of the combined filtrate gives 3-chloro-6-(1-cyanoethoxy)-benzaldehyde which is recrystallized from aqueous methanol.

Quelle