Reaction #1381

Reaction equation

Methyl 2-methyl-3-nitrobenzoate

→

methyl 2-methyl-3-aminobenzoate

Yield 101.6%

Solvents

acetic acid

Conditions

Workup

1. 1
   Otherat room temperature
2. 2
   Filtrationthe catalyst is filtered off
3. 3
   ConcentrationThe reaction mixture is concentrated
4. 4
   workup.ADDITIONis added water
5. 5
   Extractionfollowed by extraction with dichloromethane
6. 6
   ConcentrationThe solvent is concentrated

Procedure

Methyl 2-methyl-3-nitrobenzoate (10.0 g) is dissolved in acetic acid (50 ml) and thereto 5% Pd-C (1 g) is added to carry out catalytic reduction at room temperature under 1 atm. After 1.5 hours, the catalyst is filtered off. The reaction mixture is concentrated, and thereto is added water, and the mixture is made alkaline with potassium carbonate, followed by extraction with dichloromethane. The solvent is concentrated to give methyl 2-methyl-3-aminobenzoate (8.6 g).

Source