[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[Br:12]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][Br:12])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1To a stirred solution of 4-fluoro-2-nitro toluene (48.9 g) and N-bromosuccinimide (56 g) in carbon tetrachloride (300 ml) was added benzoylperoxide (0.78 g). The mixture was heated under reflux for 90 minutes. Additionally, benzoylperoxide (0.78 g) was added to the mixture. Reflux was continued 90 minutes then, cooled to room temperature.
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