Réaction #2075739

ord-071d5fc52fbb4905bbc728de0c7f77ab

Équation de réaction

COc1cccc([N+](=O)[O-])c1C
2-methyl-3-nitro anisole
COc1cccc(N)c1C
2-methyl-3-methoxyaniline
Rendement 98.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autreat atmospheric pressure and room temperature
  2. 2
    Autrefor 19 h
  3. 3
    FiltrationThe reaction mixture was filtered through a Celite pad
  4. 4
    Lavagerinsed
  5. 5
    Autreevaporated to dryness

Mode opératoire

To a solution of 2-methyl-3-nitro anisole A1 (5.1 g; 30.33 mmol; requires ˜30 min to dissolve) in absolute ethanol (85 mL) was added 10% Pd/C catalyst (500 mg). The solution was hydrogenated under a hydrogen filled balloon at atmospheric pressure and room temperature for 19 h. The reaction mixture was filtered through a Celite pad, rinsed and evaporated to dryness to obtain 2-methyl-3-methoxyaniline A2 as a deep mauve oil (4.1 g; 29.81 mmol; 98% yield).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07642235B2uspto-grants-2010_01