Synthesis
A tetrahydrofuran (30 mL) solution of 4-(trifluoromethoxy)benzyl cyanide (5.0 g, 26.72 mmol) was slowly added dropwise to a tetrahydrofuran (30 mL) solution of lithium aluminum tetrahydroxide (3.0 g, 88.44 mmol) at 0 °C. After the dropwise addition was completed, the reaction mixture was warmed to room temperature and stirred for 3 hours. Upon completion of the reaction, the mixture was cooled to 4 °C and diluted with tetrahydrofuran (50 mL). Subsequently, the reaction was quenched by sequentially adding water (3 mL), 15% sodium hydroxide solution (3 mL) and water (3 mL). After quenching, the mixture was stirred at room temperature for 15 minutes. The mixture was filtered through diatomaceous earth and the filtrate was dried with anhydrous magnesium sulfate. Finally, the filtrate was concentrated under reduced pressure to give 4-(trifluoromethoxy)benzylamine (3.1 g, 61% yield).
