反应详情

To a suspension of sodium hydride (1.522 g, 38.06 mmol) in anhydrous DMF (150 mL) at room temperature was added benzyl alcohol (3.44 mL, 33.3 mmol) dropwise over 10 minutes, and stirring was continued for another 10 minutes. 2,6-Difluoronitrobenzene (5.046 g, 31.72 mmol) was added to the reaction mixture in one portion. The reaction mixture was stirred for an hour, and 100 mL water and 100 mL ethyl acetate were added. The layers were separated, and the aqueous layer was extracted with 75 mL ethyl acetate. The combined organic layers were washed with 100 mL water and 100 mL brine, dried over sodium sulfate and concentrated in vacuo. The resulting residue was purified by flash chromatography (6% to 35% ethyl acetate in hexanes) to give 6.818 g (27.6 mmol, 87%) of 1-benzyloxy-3-fluoro-2-nitro-benzene as a yellow oil. MS: 248 (M+H)+.

1. stirringThe reaction mixture was stirred for an hour
2. customThe layers were separated
3. extractionthe aqueous layer was extracted with 75 mL ethyl acetate
4. washThe combined organic layers were washed with 100 mL water and 100 mL brine
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated in vacuo
7. customThe resulting residue was purified by flash chromatography (6% to 35% ethyl acetate in hexanes)