Example 49: Synthesis of (3-bromophenyl)methanol
Sodium borohydride (7.1 g, 186.1 mmol) was added in one batch to a solution of 3-bromobenzaldehyde (114.8 g, 620.4 mmol) in ethanol (650 mL) at 25 °C. The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the reaction was quenched with water (200 mL). After ethanol was removed by distillation under reduced pressure, the residue was dissolved in ethyl acetate (500 mL) and filtered. The filtrate was washed sequentially with water (150 mL) and brine (150 mL) and then dried over anhydrous sodium sulfate. After concentration under reduced pressure to remove the solvent, 115.8 g of 3-bromobenzyl alcohol was obtained in 99.8% yield.
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