反应详情

To a 1 liter flask was added 500 mg of a 5% dispersion of palladium metal on charcoal. The solid was wetted with 40 mL of ethanol and the flask was charged with a solution of 5-benzenesulfonyl-2-nitro-phenol (17.35 g., 62.1 mmol) in 350 mL ethanol. The flask was purged with hydrogen gas and a pressure of 1 Atm was maintained for 2 hours. The reaction mixture was filtered through celite, the filtrate concentrated in vacu, and the resulting residue was purified by flash (1:1:2 of “magic base” (6:1:0.1 methylene chloride:methanol:ammonia):CH2Cl2:hexanes.) The resulting solid was recrystallized from 300 mL EtOAc to give 7.68 g (31 mmol, 50%) of 2-amino-5-benzenesulfonyl-phenol as crystalline solid. MS: 250 (M+H)+.

1. customThe flask was purged with hydrogen gas
2. temperaturea pressure of 1 Atm was maintained for 2 hours
3. filtrationThe reaction mixture was filtered through celite
4. concentrationthe filtrate concentrated in vacu
5. customthe resulting residue was purified by flash (1:1:2 of “magic base” (6:1:0.1 methylene chloride:methanol:ammonia):CH2Cl2:hexanes.) The resulting solid
6. customwas recrystallized from 300 mL EtOAc