Reaktion #8251

Reaktionsgleichung

4-Methylimidazole

N,N-diisopropylethylamine

3,4-difluoronitrobenzene

→

3-Fluoro-4-(4-methylimidazol-1-yl)nitrobenzene

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturto reflux under nitrogen for 24 hours
3. 3
   SonstigeSolvent was evaporated
4. 4
   workup.DISSOLUTIONthe residue dissolved in ethyl acetate (800 ml)
5. 5
   Waschenwashed with water (400 ml), brine (200 ml)
6. 6
   Trocknendried (magnesium sulfate)
7. 7
   workup.DISSOLUTIONThe residue was dissolved in toluene (250 ml)
8. 8
   workup.ADDITIONtreated with charcoal
9. 9
   Filtrationfiltered
10. 10
    workup.ADDITIONdiluted with hot cyclohexane (75 ml)
11. 11
    Sonstigeto crystallise 3-fluoro-4-(4-methylimidazol-1-yl)nitrobenzene (64.7 g)

Vorschrift

4-Methylimidazole (45.1 g, 0.55 M) and N,N-diisopropylethylamine (161 g, 1.25 M) were dissolved in acetonitrile (800 ml), and 3,4-difluoronitrobenzene (79.5 g, 0.5 M) added. The mixture was stirred and heated to reflux under nitrogen for 24 hours. Solvent was evaporated, the residue dissolved in ethyl acetate (800 ml), washed with water (400 ml), brine (200 ml), and dried (magnesium sulfate). The residue was dissolved in toluene (250 ml), treated with charcoal, filtered, and diluted with hot cyclohexane (75 ml) to crystallise 3-fluoro-4-(4-methylimidazol-1-yl)nitrobenzene (64.7 g).

Quelle