[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10]O)=[C:7]([CH3:12])[C:6]=2[C:13]=1[O:14][CH:15]([CH3:17])[CH3:16].S(Cl)([Cl:20])=O>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][Cl:20])=[C:7]([CH3:12])[C:6]=2[C:13]=1[O:14][CH:15]([CH3:17])[CH3:16]To a solution of (5-bromo-4-isopropoxy-3-methyl-1-benzofuran-2-yl) methanol (0.3 g, 1 mmole) in 10 mL dichloromethane was added 0.73 mL of thionyl chloride and the reaction was stirred at room temperature for 2 hours. The solvent was concentrated in vacuo, the residue was added toluene to provide 0.33 g of 5-bromo-4-isopropoxy-3-methyl-2-chloromethyl-1-benzofuran.
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