10315-06-7

Colorless liquid

Methyl 4-piperidinecarboxylate (10.00 g, 6.4 mmol) and triethylamine (10.32 g, 10.2 mmol) were dissolved in chloroform (100 mL), and benzyl bromide (14.69 g, 8.6 mmol) was slowly added under argon protection while the reaction mixture was cooled with water and an ice bath. The reaction mixture was stirred at room temperature overnight. After completion of the reaction, chloroform and water were added to separate the two phases. The aqueous phase was further extracted with chloroform. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated to dryness under reduced pressure to give 13.80 g of methyl 1-benzyl-4-piperidinecarboxylate as an orange solid (yield: 88%).

[1] Arkivoc, 2010, vol. 2010, # 10, p. 132 - 148
[2] Patent: WO2004/76450, 2004, A1. Location in patent: Page 43-44
[3] Synthesis, 2002, # 7, p. 911 - 915
[4] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 4324 - 4338