Synthesis
To a solution of 4-nitrobenzyl bromide (10.8 g, 0.05 mol) in acetonitrile (50 mL) was added an excess of dimethylamine (50 mL) and stirred at room temperature for 3 hours. Upon completion of the reaction, water (100 mL) was added to dilute the reaction mixture, which was subsequently extracted twice with dichloromethane (CH2Cl2, 2 x 50 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target product N,N-dimethyl-4-nitrobenzylamine.
References
[1] Medicinal Chemistry, 2016, vol. 12, # 5, p. 489 - 498
[2] European Journal of Medicinal Chemistry, 2014, vol. 86, p. 257 - 269
[3] Archiv der Pharmazie, 2014, vol. 347, # 12, p. 936 - 949
[4] Patent: WO2006/123145, 2006, A1. Location in patent: Page/Page column 58
[5] Journal of the American Chemical Society, 1983, vol. 105, # 13, p. 4136 - 4142