Reacción #49958

Ecuación de reacción

2,5-dichloro-nitrobenzene

potassium

salicylaldehyde

→

2-(2-nitro-4-chloro-phenoxy)benzaldehyde

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Otroan exothermic reaction
3. 3
   Otrorose to about 195° C
4. 4
   TemperaturaHeating
5. 5
   TemperaturaThe mixture was cooled
6. 6
   Extracciónit was extracted with ether
7. 7
   FiltraciónThe ether layer was filtered
8. 8
   Otroto remove insoluble material
9. 9
   Secadothe resultant solution was dried over sodium sulfate
10. 10
    OtroThe ether solvent was evaporated
11. 11
    Otrothe residual oil was re crystallized from a mixture of hexane and benzene

Procedimiento

Briefly, 200 parts of 2,5-dichloro-nitrobenzene were heated to 160° C. and stirred, and 160 parts of the potassium salt of salicylaldehyde was added over a period of 30 minutes. After the addition was complete, an exothermic reaction took place, and the temperature rose to about 195° C. Heating was discontinued until the reaction subsided, and the mixture was heated for 1 hour at 150° C. The mixture was cooled, ice and water were added, and it was extracted with ether. The ether layer was filtered to remove insoluble material, and the resultant solution was dried over sodium sulfate. The ether solvent was evaporated, and the residual oil was re crystallized from a mixture of hexane and benzene to give 2-(2-nitro-4-chloro-phenoxy)benzaldehyde melting at about 100°-101° C.

Fuente