Synthesis
The general procedure for the synthesis of 1-(2-chloroethyl)piperidine hydrochloride using N-hydroxyethylpiperidine as starting material was as follows: N-hydroxyethylpiperidine (5 mL) was dissolved in chloroform (12.5 mL). Thionyl chloride (3.4 mL) was added slowly and dropwise under ice bath cooling conditions. The reaction mixture was slowly heated to reflux and the reflux reaction was maintained for 3 hours. Upon completion of the reaction, it was cooled to room temperature and the solvent was removed by distillation under reduced pressure to give a large crystalline precipitate. Finally, the product was purified by ethanol recrystallization to give 5.88 g of 1-(2-chloroethyl)piperidine hydrochloride in 85% yield.
References
[1] Patent: CN105884699, 2016, A. Location in patent: Paragraph 0048; 0049
[2] Patent: US2006/223855, 2006, A1. Location in patent: Page/Page column 160-161
[3] Journal of Polymer Science, Part A: Polymer Chemistry, 2014, vol. 52, # 5, p. 671 - 679