Synthesis
General procedure for the synthesis of 3-chloro-4-methoxybenzylamine hydrochloride from 4-methoxybenzylamine: acetic acid (100 ml) was slowly added to 4-methoxybenzylamine (100 g) at 25-30 °C. Subsequently, additional acetic acid (750 ml) was added to the reaction mixture. Sulfonyl chloride (87.84 ml) was slowly added dropwise to the reaction mixture at 20-25 °C and stirred continuously for 6 h at the same temperature. After completion of the reaction, methyl tert-butyl ether (850 ml) was added to the reaction mixture at 25-30 °C. The reaction mixture was cooled to 15-20°C and stirring was continued at this temperature for 1 hour. The precipitated solid product was filtered, washed with methyl tert-butyl ether and dried to give 3-chloro-4-methoxybenzylamine hydrochloride. Yield: 118 g.
References
[1] Synthesis, 2003, # 3, p. 403 - 407
[2] Synthetic Communications, 2000, vol. 30, # 14, p. 2609 - 2612
[3] Tetrahedron, 2003, vol. 59, # 35, p. 6991 - 7009
[4] Organic letters, 2001, vol. 3, # 25, p. 4063 - 4066
[5] Patent: WO2015/1567, 2015, A1. Location in patent: Page/Page column 21
