反应详情

1-Bromomethyl-3-nitro-benzene (110 mg, 0.508 mmol), 2′,4′-difluoro-biphenyl-4-ol (110 mg, 0.533 mmol), and dried, finely ground potassium carbonate (74 mg, 0.533 mmol) in 10 mL acetone were refluxed under argon for 20 hrs. The reaction mixture was cooled, filtered, concentrated and re-dissolved in ethyl acetate. The ethyl acetate solution was washed with saturated NaHCO3, dried over MgSO4, filtered and evaporated in vacuo. The crude product was purified by flash chromatography with a gradient of 0-20% ethyl acetate in hexanes to yield 0.11 g (63%) of 2,4-difluoro-4′-(3-nitro-benzyloxy)-biphenyl. LC-MS (ES) calculated for C19H13F2NO3, 341.32; found m/z 340.3 [M−H]−.

1. temperatureThe reaction mixture was cooled
2. filtrationfiltered
3. concentrationconcentrated
4. dissolutionre-dissolved in ethyl acetate
5. washThe ethyl acetate solution was washed with saturated NaHCO3
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. customevaporated in vacuo
9. customThe crude product was purified by flash chromatography with a gradient of 0-20% ethyl acetate in hexanes