Reacción #52989

Ecuación de reacción

2,6-dichloro-4-nitrobenzoic acid

thionyl chloride

CH2Cl2

→

methyl 2,6-dichloro-4-nitrobenzoate

Rendimiento 80.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe resulting mixture was refluxed for 19 h
2. 2
   Otroevaporated
3. 3
   workup.ADDITIONAdditional CH2Cl2 (10 mL) was added
4. 4
   Otrothe solution was evaporated
5. 5
   workup.ADDITIONMeOH (100 mL) was added to the residue
6. 6
   Temperaturathe mixture was refluxed for 17 h
7. 7
   Temperaturato cool to room temperature
8. 8
   Otroplaced in an ice-bath
9. 9
   FiltraciónThe precipitated solid was collected by filtration

Procedimiento

To 2,6-dichloro-4-nitrobenzoic acid (12.8 g, U.S. Pat. No. 3,423,475) was added anhydrous CH2Cl2 (60 mL) and thionyl chloride (40 mL) then the resulting mixture was refluxed for 19 h. The mixture was allowed to cool to room temperature and evaporated. Additional CH2Cl2 (10 mL) was added and the solution was evaporated. MeOH (100 mL) was added to the residue and the mixture was refluxed for 17 h. The mixture was allowed to cool to room temperature and placed in an ice-bath. The precipitated solid was collected by filtration to give methyl 2,6-dichloro-4-nitrobenzoate (10.8 g, 80%).

Fuente