Reacción #48261

Ecuación de reacción

Sodium dithionite

3,4-Dibenzyloxy-1-nitro benzene

ammonia

→

1-Benzyloxy-2-methoxy-5-aminobenzene

Rendimiento 61.7%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solvent was removed under reduced pressure
2. 2
   OtroThe residue was partitioned between ethyl acetate (75 ml) and water (75 ml)
3. 3
   LavadoThe ethyl acetate layer was washed with water (25 ml), brine solution (25 ml)
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   Concentraciónconcentrated under reduced pressure
6. 6
   OtroPurification by flash chromatography over silica gel eluting with ethyl acetate/hexane (1:1)

Procedimiento

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%).

Fuente