Reaktion #8247

Reaktionsgleichung

2-Methylimidazole

N,N-diisopropylethylamine

3,4-difluoronitrobenzene

→

title compound

Ausbeute 52.0%

3-Fluoro-4(2-methylimidazol-1-yl)nitrobenzene

Ausbeute 52.0%

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 (300 ml)
5. 5
   Waschenwashed with water (150 ml), brine (150 ml)
6. 6
   Trocknendried (magnesium sulfate)
7. 7
   SonstigeThe residue was recrystallised from a mixture of ethyl acetate (25 ml) and cyclohexane (150 ml) with the addition of charcoal

Vorschrift

2-Methylimidazole (9.02 g, 0.11 M) and N,N-diisopropylethylamine (32.2 g, 0.25 M) were dissolved in acetonitrile (160 ml), and 3,4-difluoronitrobenzene (15.9 g, 0.1 M) added. The mixture was stirred and heated to reflux under nitrogen for 24 hours. Solvent was evaporated, the residue dissolved in ethyl acetate (300 ml), washed with water (150 ml), brine (150 ml), and dried (magnesium sulfate). The residue was recrystallised from a mixture of ethyl acetate (25 ml) and cyclohexane (150 ml) with the addition of charcoal to give the title compound (11.5 g), mp 106–107°.

Quelle