[Br:1][C:2]([F:21])([F:20])[C:3]([C:9]1[CH:15]=[C:14]([O:16][CH:17]([F:19])[F:18])[C:12]([NH2:13])=[CH:11][CH:10]=1)([F:8])[C:4]([F:7])([F:6])[F:5].[Br:22]N1C(=O)CCC1=O.O.C(=O)([O-])O.[Na+]>C(O)(=O)C.C(OCC)(=O)C>[Br:22][C:11]1[CH:10]=[C:9]([C:3]([F:8])([C:4]([F:7])([F:6])[F:5])[C:2]([Br:1])([F:20])[F:21])[CH:15]=[C:14]([O:16][CH:17]([F:18])[F:19])[C:12]=1[NH2:13]4-(1-Bromo-1,1,2,3,3,3-hexafluoropropan-2-yl)-6-(difluoromethoxy)aniline (810 mg) was dissolved in acetic acid, added with N-bromosuccinimide (390 mg), and stirred at 70° C. for 3 hours. Water was added to the reaction solution and extraction was carried out twice using ethyl acetate. The organic phases were combined and neutralized with sodium hydrogen carbonate solution and dried over anhydrous magnesium sulfate. The drying agent was filtered off and the solvent was removed by distillation under the reduced pressure. The resulting residues were purified by column chromatography to obtain 2-bromo-4-(1-bromo-1,1,2,3,3,3-hexafluoroprop-2-yl)-6-(difluoromethoxy)aniline (730 mg, 75%).
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