Réaction #1381

ord-a382dee7401645edb9da6c1fce7078a0

Équation de réaction

COC(=O)c1cccc([N+](=O)[O-])c1C
Methyl 2-methyl-3-nitrobenzoate
COC(=O)c1cccc(N)c1C
methyl 2-methyl-3-aminobenzoate
Rendement 101.6%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autreat 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

Mode opératoire

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

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05723648uspto-grants-1998_03