反应 #1144531

反应方程式

5-benzyloxy-2-fluoro-4-methylnitrobenzene

→

5-benzyloxy-2-fluoro-4-methylaniline

收率 87.7%

溶剂

acetic acid

water

反应条件

后处理

1. 1
   其他at ambient temperature
2. 2
   温度The mixture was heated
3. 3
   温度it was cooled
4. 4
   其他partitioned between ethyl acetate and water
5. 5
   洗涤The organic layer was washed with water, aqueous saturated sodium carbonate solution
6. 6
   干燥brine, dried (MgSO4)
7. 7
   其他the solvent evaporated
8. 8
   其他The residue was purified by flash chromatography

实验过程

The starting material, 5-benzyloxy-2-fluoro-4-methylaniline, was obtained by adding iron powder (2.88 g, 51 mmol), in portions, to a solution of 5-benzyloxy-2-fluoro-4-methylnitrobenzene (4.8 g, 18 mmol) in acetic acid (33 ml) and water (5.7 ml), at ambient temperature. The mixture was heated and after stirring at 100° C. for 10 minutes, it was cooled and partitioned between ethyl acetate and water. The organic layer was washed with water, aqueous saturated sodium carbonate solution and then brine, dried (MgSO4) and the solvent evaporated. The residue was purified by flash chromatography using petroleum ether/ethyl acetate (8/2) as eluent to give 5-benzyloxy-2-fluoro-4-methylaniline (3.65 g, 87%).

来源