反应详情

温度

0 °C

A solution of 3-bromo-5-nitrophenol, as described above in Step C, (1.04 g, 4.77 mmol) in dimethylformamide (30 mL) was cooled to 0° C. and treated with cesium carbonate (7.8 g, 23.8 mmol) giving an opaque red mixture. This mixture was treated with 1-bromo-2-fluoroethane (0.71 mL, 9.54 mmol) and the reaction was stirred overnight as the ice bath warmed to room temperature. The reaction was diluted with ethyl acetate/brine/aqueous saturated NH4Cl, the layers were separated and the aqueous layer was extracted with ethyl acetate. The organic layers were combined, washed with brine, dried (MgSO4), filtered and concentrated in vacuo to give an orange brown oil. This material was purified by radial, thin layer chromatography (hexane to 10:1 hexane: ethyl acetate) to give 3-bromo-5-fluoroethoxynitrobenzene as a clear yellow liquid.

1. customgiving an opaque red mixture
2. temperaturewarmed to room temperature
3. customthe layers were separated
4. extractionthe aqueous layer was extracted with ethyl acetate
5. washwashed with brine
6. dry with materialdried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customto give an orange brown oil
10. customThis material was purified by radial, thin layer chromatography (hexane to 10:1 hexane: ethyl acetate)