反应详情

The PARR apparatus was charged with was charged with 5-(3-Nitro-benzoyl)-1,3-dihydro-indol-2-one (50 g, 0.18 mol), 10% Pd/C (5 g) and DMF (500 mL). The reactor was evacuated, purged with N2(g) then filled with H2(g) (60 psi) at room temperature. After hydrogenating at 60 psi for 45 min thin layer chromatographic analysis (TLC) (Hexanes/EtOAc 1:1) indicated that the reaction had caused the reduction of the nitro group to an amine and the reduction of the keto group to the alcohol. Subsequently, TFA 926 mL, 0.35 mol) was added and the reaction was continued for 4 h. The reaction was filtered through celite and the solvent from the filtrate was removed in vacuo. The solids obtained were washed with saturated NaHCO3(aq) (500 mL), and H2O (500 mL) then triturated with Methyl-t-Butyl Ether (500 mL) and then triturated again with methanol to afford 5-(3-Amino-benzyl)-1,3-dihydro-indol-2-one (30 g, 67%).

1. additionThe PARR apparatus was charged
2. customThe reactor was evacuated
3. custompurged with N2(g)
4. additionthen filled with H2(g) (60 psi) at room temperature
5. waitthe reaction was continued for 4 h
6. filtrationThe reaction was filtered through celite
7. customthe solvent from the filtrate was removed in vacuo
8. customThe solids obtained
9. washwere washed with saturated NaHCO3(aq) (500 mL), and H2O (500 mL)
10. customthen triturated with Methyl-t-Butyl Ether (500 mL)
11. customtriturated again with methanol