Reaktion #52989

Reaktionsgleichung

2,6-dichloro-4-nitrobenzoic acid

thionyl chloride

CH2Cl2

→

methyl 2,6-dichloro-4-nitrobenzoate

Ausbeute 80.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe resulting mixture was refluxed for 19 h
2. 2
   Sonstigeevaporated
3. 3
   workup.ADDITIONAdditional CH2Cl2 (10 mL) was added
4. 4
   Sonstigethe solution was evaporated
5. 5
   workup.ADDITIONMeOH (100 mL) was added to the residue
6. 6
   Temperaturthe mixture was refluxed for 17 h
7. 7
   Temperaturto cool to room temperature
8. 8
   Sonstigeplaced in an ice-bath
9. 9
   FiltrationThe precipitated solid was collected by filtration

Vorschrift

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%).

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