Reaction #1380

Reaction equation

2-methyl-3-nitrobenzoic acid

methanol

thionyl chloride

→

methyl 2-methyl-3-nitrobenzoate

Conditions

Workup

1. 1
   TemperatureAfter reflux for 2 hours
2. 2
   Extractionextracted with dichloromethane
3. 3
   ConcentrationThe solvent is concentrated

Procedure

To 2-methyl-3-nitrobenzoic acid (10.0 g) is added methanol (100 ml) and thereto thionyl chloride (8 ml) is added dropwise at room temperature. After reflux for 2 hours, the reaction mixture is poured into ice-water and extracted with dichloromethane. The solvent is concentrated to give methyl 2-methyl-3-nitrobenzoate (10.8 g).

Source