Boron trifluoride etherate → 5-Bromo-2-chloro-1-(4-ethoxybenzyl)-3-methoxybenzene

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Reaction Steps

To a solution of methanone 73 (7.0 g, 18.94 mmol) in CH2Cl2/CH3CN (60 mL/60 mL) were added triethylsilane (9.1 mL, 56.81 mmol) and boron trifluoride diethyl etherate (7.0 mL, 56.81 mmol) at 0° C. The mixture was warmed up to room temperature slowly and stirred at room temperature for 15 hours. To the mixture was added aq. saturated K2CO3 solution (80 mL) slowly and extracted with EtOAc (100 mL×2). The combined organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the desired product 74 (5.7 g, 87%).

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