반응 #7592

반응 방정식

5-benzyloxy-2-fluoro-4-methylnitrobenzene

→

5-benzyloxy-2-fluoro-4-methylaniline

수율 87.7%

용매

acetic acid

water

반응 조건

후처리

1. 1
   기타at ambient temperature
2. 2
   온도The mixture was heated
3. 3
   온도it was cooled
4. 4
   기타partitioned between ethyl acetate and water
5. 5
   세척The organic layer was washed with water, aqueous saturated sodium carbonate solution
6. 6
   건조brine, dried (MgSO4)
7. 7
   기타the solvent evaporated
8. 8
   기타The residue was purified by flash chromatography

실험 절차

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%).

출처