反应详情

A suspension of 4-(4-hydroxy-phenylsulfanyl)-3-nitro-benzoic acid methyl ester (5.60 g, 18 mmol), Fe powder (5.34 g, 92 mmol) and NH4Cl (4.91 g, 92 mmol) in aqueous EtOH [prepared from EtOH (50 mL) and H2O (50 mL)] was gradually heated to reflux and refluxed for 45 minutes. The reaction mixture was diluted with AcOEt (50 mL) and filtered through celite pad. The filtrate was evaporated and the aqueous residue was portioned between AcOEt and 10% NaHCO3. The organic layer was separated, washed with H2O and brine, dried over MgSO4 and evaporated to give pale yellow solid. The resulting solid was washed with i-Pr2O and dried at 40° C. for 3 days under reduced pressure to give the title compound as slightly yellow crystal (4.50 g, 90% by 2 steps).

1. temperaturewas gradually heated
2. temperatureto reflux
3. temperaturerefluxed for 45 minutes
4. filtrationfiltered through celite pad
5. customThe filtrate was evaporated
6. customThe organic layer was separated
7. washwashed with H2O and brine
8. dry with materialdried over MgSO4
9. customevaporated
10. customto give pale yellow solid
11. washThe resulting solid was washed with i-Pr2O
12. customdried at 40° C. for 3 days under reduced pressure