Reaktion #8252

Reaktionsgleichung

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

ammonium formate

→

title compound

Ausbeute 90.5%

5-Amino-2-(4-methylimidazol-1-yl)fluorobenzene

Ausbeute 90.5%

Lösungsmittel

methanol

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to 0° under nitrogen
2. 2
   Filtrationfiltered through celite, celite
3. 3
   Waschenwashed with methanol (200 ml), and filtrate
4. 4
   Sonstigeevaporated to dryness
5. 5
   SonstigeThe residue was partitioned between ethyl acetate (800 ml) and 10% aqueous sodium bicarbonate (250 ml)
6. 6
   SonstigeThe organic layer was separated
7. 7
   Waschenwashed with brine (250 ml)
8. 8
   Trocknendried (magnesium sulfate)
9. 9
   Sonstigeevaporated

Vorschrift

3-Fluoro-4-(4-methylimidazol-1-yl)nitrobenzene (64.7 g, 0.293 M) was dissolved in a mixture of methanol (200 ml) and tetrahydrofuran (800 ml), cooled to 0° under nitrogen, and treated with ammonium formate (99.3 g, 1.46 M) followed by palladium on charcoal (10%, 2.5 g). The mixture was stirred at ambient temperature for 48 hours, filtered through celite, celite washed with methanol (200 ml), and filtrate evaporated to dryness. The residue was partitioned between ethyl acetate (800 ml) and 10% aqueous sodium bicarbonate (250 ml). The organic layer was separated, washed with brine (250 ml), dried (magnesium sulfate) and evaporated to give title compound (50.6 g).

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