反应详情

mL 2-Nitro-3-(phenylthio)pyridine (16.3 g, 70.2 mmol) and AcOH (250 mL) were cooled in a water bath. Zinc (22.9 g, 351 mmol) was slowly added and stirred for 5 minutes. Filtered through celite and the cake washed with CH2Cl2. The CH2Cl2 was removed and to the solution was added bromine (3.6 mL, 70.2 mmol). After 10 minutes, the HOAc was removed and partitioned between EtOAc and saturated aqueous sodium bicarbonate. The organic layer was dried with sodium sulfate, filtered and concentrated. The residue was purified on silica gel (1.5 L SiO2 and 30% EtOAc in hexanes) to afford the title compound (18.2 g, 92.21% yield).

1. filtrationFiltered through celite
2. washthe cake washed with CH2Cl2
3. customThe CH2Cl2 was removed and to the solution
4. waitAfter 10 minutes
5. customthe HOAc was removed
6. custompartitioned between EtOAc and saturated aqueous sodium bicarbonate
7. dry with materialThe organic layer was dried with sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated
10. customThe residue was purified on silica gel (1.5 L SiO2 and 30% EtOAc in hexanes)