反応 #7592

反応方程式

5-benzyloxy-2-fluoro-4-methylnitrobenzene

→

5-benzyloxy-2-fluoro-4-methylaniline

収率 87.7%

溶媒

acetic acid

water

反応条件

後処理

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

実験手順

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%).

出典