반응 #8252

반응 방정식

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

ammonium formate

→

title compound

수율 90.5%

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

수율 90.5%

용매

methanol

tetrahydrofuran

반응 조건

후처리

1. 1
   온도cooled to 0° under nitrogen
2. 2
   여과filtered through celite, celite
3. 3
   세척washed with methanol (200 ml), and filtrate
4. 4
   기타evaporated to dryness
5. 5
   기타The residue was partitioned between ethyl acetate (800 ml) and 10% aqueous sodium bicarbonate (250 ml)
6. 6
   기타The organic layer was separated
7. 7
   세척washed with brine (250 ml)
8. 8
   건조dried (magnesium sulfate)
9. 9
   기타evaporated

실험 절차

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).

출처