[Mg:1].II.[Br:4]CCBr.Br[C:9]1[CH:14]=CC(OC)=[CH:11][CH:10]=1.[CH2:17]1[CH2:21][O:20][CH2:19][CH2:18]1>>[CH2:11]([Mg:1][Br:4])[C:10]1[CH:18]=[CH:17][C:21]([O:20][CH3:19])=[CH:14][CH:9]=1Magnesium (36 g, 1.5 mol), iodine (a few crystals) and THF (1 L) were heated under nitrogen, with stirring, at reflux for 15 min. The mixture was cooled to 20° C., stirring stopped, and 1,2-dibromoethane (2.5 ml) added. After an exothermic reaction was observed (a few min) stirring was restarted which was accompanied by a rise in temperature to 35° C. The mixture was cooled to 20° C. and 4-bromoanisole slowly added over 1 h at 14°-18° C. with cooling. Stirring was continued for 10 min after the addition was complete.
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