반응 #48261

반응 방정식

Sodium dithionite

3,4-Dibenzyloxy-1-nitro benzene

ammonia

→

1-Benzyloxy-2-methoxy-5-aminobenzene

수율 61.7%

용매

methanol

반응 조건

후처리

1. 1
   기타the solvent was removed under reduced pressure
2. 2
   기타The residue was partitioned between ethyl acetate (75 ml) and water (75 ml)
3. 3
   세척The ethyl acetate layer was washed with water (25 ml), brine solution (25 ml)
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타Purification by flash chromatography over silica gel eluting with ethyl acetate/hexane (1:1)

실험 절차

Sodium dithionite (2 g) was added to a solution of 3,4-Dibenzyloxy-1-nitro benzene (2.37 gm) in a mixture of methanol (30 ml)/aqueous ammonia (5 ml). After stirring for 12 hrs at room temperature, the solvent was removed under reduced pressure. The residue was partitioned between ethyl acetate (75 ml) and water (75 ml). The ethyl acetate layer was washed with water (25 ml), brine solution (25 ml), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. Purification by flash chromatography over silica gel eluting with ethyl acetate/hexane (1:1) provided 1.0 g of 1-Benzyloxy-2-methoxy-5-aminobenzene (Yield=47%).

출처