反应详情

To a solution of sodium periodate (298 g, 1.40 mol) in THF—H2O (4 L, 1:1) at 0° C. was added (E)-1-(4-bromo-2-nitrostyryl)pyrrolidine (138 g, 464 mmol). The mixture was stirred for 15 h and then filtered to remove solid precipitates. The aqueous layer from the filtrate was separated and extracted with EtOAc (4×200 mL). The combined organic layers were washed with H2O (2×200 mL), dried over MgSO4, filtered, and concentrated under reduced pressure to give the crude product that was purified by silica gel flash column chromatography (5% EtOAc in hexanes) to afford 91 g (86%) of 4-bromo-2-nitrobenzaldehyde.

1. filtrationfiltered
2. customto remove solid
3. customprecipitates
4. customThe aqueous layer from the filtrate was separated
5. extractionextracted with EtOAc (4×200 mL)
6. washThe combined organic layers were washed with H2O (2×200 mL)
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customto give the crude product that
11. customwas purified by silica gel flash column chromatography (5% EtOAc in hexanes)