Synthesis
GENERAL METHOD: Chloroacetyl chloride (3.70 mL, 46.45 mmol) was slowly added dropwise to a solution of hexahydropyridine (4.50 mL, 51.45 mmol) and triethylamine (7.90 mL, 56.68 mmol) in methylene chloride (80 mL) at 0°C. The reaction temperature was kept constant for 6 hours. After the dropwise addition was completed by keeping the reaction temperature at 0 °C, the reaction mixture was gradually warmed up to room temperature and stirred for 6 hours. After completion of the reaction, the reaction mixture was diluted with dichloromethane, washed with saturated sodium bicarbonate solution and brine sequentially, the organic phase was dried with anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to give 2-chloro-1-(piperidin-1-yl)ethanone (7.55 g, 99% yield) as a light yellow liquid.
References
[1] Canadian Journal of Chemistry, 2004, vol. 82, # 5, p. 622 - 630
[2] Molecules, 2015, vol. 20, # 11, p. 19984 - 20013
[3] Synthetic Communications, 1998, vol. 28, # 22, p. 4257 - 4272
[4] Patent: WO2012/52843, 2012, A1. Location in patent: Page/Page column 73-74
[5] Chemistry - A European Journal, 2012, vol. 18, # 29, p. 8978 - 8986
