反应详情

To a solution of 6-bromo-8-nitro-quinoline (4 g, 1.58 mmol) in EtOH/HOAc/H2O (50 mL/50 mL/25 mL) was added iron metal (3.18 g, 5.69 mmol). The resulting solution was heated at reflux for 3 hours. The cooled reaction mixture was neutralized with 2.5 N NaOH, filtered through celite to remove iron solids and washed with EtOAc. The eluent was extracted into EtOAc (3×200 mL), combined, dried over NASO4 and concentrated. The resulting oil was purified by column chromatography (40% EtOAc/hexanes) affording 3.19 g (91%) of a yellow solid: mp 142-145° C.

1. temperatureThe resulting solution was heated
2. temperatureat reflux for 3 hours
3. customThe cooled reaction mixture
4. filtrationfiltered through celite
5. customto remove iron solids
6. washwashed with EtOAc
7. extractionThe eluent was extracted into EtOAc (3×200 mL)
8. customdried over NASO4
9. concentrationconcentrated
10. customThe resulting oil was purified by column chromatography (40% EtOAc/hexanes)