反応 #8252

反応方程式

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

ammonium formate

→

title compound

収率 90.5%

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

収率 90.5%

溶媒

methanol

tetrahydrofuran

反応条件

後処理

1. 1
   温度cooled to 0° under nitrogen
2. 2
   ろ過filtered through celite, celite
3. 3
   洗浄washed with methanol (200 ml), and filtrate
4. 4
   その他evaporated to dryness
5. 5
   その他The residue was partitioned between ethyl acetate (800 ml) and 10% aqueous sodium bicarbonate (250 ml)
6. 6
   その他The organic layer was separated
7. 7
   洗浄washed with brine (250 ml)
8. 8
   乾燥dried (magnesium sulfate)
9. 9
   その他evaporated

実験手順

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).

出典