4-Bromo-alpha-phenethylamine

59862-55-4

24358-62-1

Benzaldehyde oxime (CAS: 59862-55-4, 0.121 g, 1 mmol) was used as a starting material and mixed with nano Fe3O4 (0.046 g, 0.2 mmol, nanoparticle size of about 70 nm) to be ground in a porcelain mortar. Subsequently, ZrCl4 (0.233 g, 1 mmol) was added and the mixture was continued to be ground to homogeneity at room temperature. The mixture was transferred to an oil bath and heated to 75-80°C. At this temperature, NaBH3CN (0.314 g, 5 mmol) was added in batches and the reaction mixture was continuously ground at 75-80 °C for 15 min. Upon completion of the reaction, the reaction was quenched by the addition of H2O (5 mL) and stirred for 5 min. The reaction mixture was extracted with EtOAc (2 x 5 mL) and the organic phases were combined and dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure to give pure liquid 1-(4-bromophenyl)ethylamine in 93% yield (0.1 g, see Table 2, entry 1).