Synthesis of Substituted Benzylamines

Example 12

In a reaction bottle, p-cyanoaniline (59 mg, 0.5 mmol), catalyst (28 mg, 0.05 mmol), di-tert-butyl peroxide (147 μL, 0.8 mmol), and ethylbenzene (7 mL) were added sequentially. The reaction was carried out at 130° C. for 18 hours. After the reaction was completed, the reaction mixture was cooled to room temperature. The product was purified by column chromatography eluting with ethyl acetate/petroleum ether with a volume ratio of 1:5, a yield of 81%.

The product was dissolved in CDCl₃ (ca. 0.4 mL), sealed, and characterized on a Unity Inova-400 NMR apparatus at room temperature: ¹H NMR (400 MHz, CDCl₃, TMS): 7.34-7.28 (m, 6H), 7.26-7.21 (m, 1H), 6.48-6.45 (m, 2H), 4.70 (s, 1H), 4.51 (q, J=6.7 Hz, 1H), 1.53 (d, J=6.7 Hz, 3H) ppm.