[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([CH2:10][OH:11])[CH:7]=[CH:6][C:5]=1[C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[CH3:2]>ClCCl.O=[Mn]=O>[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([CH:10]=[O:11])[CH:7]=[CH:6][C:5]=1[C:12]1[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=1)[CH3:2]To a solution of (2-ethoxy-4′-fluoro-biphenyl-4-yl)-methanol (0.43 g, 1.75 mmol, 1.0 equiv) in dichloromethane (20 mL) was added activated MnO2 (3.04 g, 34.92 mmol, 20.0 equiv) and the reaction mixture stirred vigorously for 3 h at ambient temperature. The reaction mixture was filtered over a pad of Celite, rinsed generously with dichloromethane and evaporated to dryness under reduced pressure. The crude material was purified with silica column chromatography eluting with hexane/ethyl acetate (4:1) to yield 0.33 g (77%) of the title compound as white crystals. MS (EI): 244.1 [M]+.
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