تفاعل #7592

معادلة التفاعل

5-benzyloxy-2-fluoro-4-methylnitrobenzene

→

5-benzyloxy-2-fluoro-4-methylaniline

المردود 87.7%

المذيبات

acetic acid

water

ظروف التفاعل

المعالجة

1. 1
   أخرىat ambient temperature
2. 2
   درجة الحرارةThe mixture was heated
3. 3
   درجة الحرارةit was cooled
4. 4
   أخرىpartitioned between ethyl acetate and water
5. 5
   غسيلThe organic layer was washed with water, aqueous saturated sodium carbonate solution
6. 6
   تجفيفbrine, dried (MgSO4)
7. 7
   أخرىthe solvent evaporated
8. 8
   أخرىThe residue was purified by flash chromatography

الإجراء التجريبي

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%).

المصدر