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Typical procedure: To a suspension of anhydrous iron(III) chloride (2.4 mg, 0.015 mmol) and benzaldehyde (30 μL, 0.30 mmol) in nitromethane (1.5 mL) was added 3-phenylpropanol (49.1 mg, 0.36 mmol) and triethylsilane (58 μL, 0.36 mmol) successively at room temperature under an argon atmosphere. After stirring for 1 h, the reaction mixture was quenched with a phosphate buffer (pH 7, 20 mL). The organic materials were extracted with dichloromethane, washed with brine, and dried over sodium sulfate. 1-Benzyloxy-3-phenylpropane (64.9 mg, 97%) was isolated by thin-layer chromatography on silica gel.
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Typical procedure: To a suspension of anhydrous iron(III) chloride (2.4 mg, 0.015 mmol) and benzaldehyde (30 μL, 0.30 mmol) in nitromethane (1.5 mL) was added 3-phenylpropanol (49.1 mg, 0.36 mmol) and triethylsilane (58 μL, 0.36 mmol) successively at room temperature under an argon atmosphere. After stirring for 1 h, the reaction mixture was quenched with a phosphate buffer (pH 7, 20 mL). The organic materials were extracted with dichloromethane, washed with brine, and dried over sodium sulfate. 1-Benzyloxy-3-phenylpropane (64.9 mg, 97%) was isolated by thin-layer chromatography on silica gel.
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