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Citation: WANG Ping, YIN Chuan-Qi, SHEN Yong-Cun, TENG Han-Bing. Synthesis of 3-Quinuclidinone Hydrochloride[J]. Chinese Journal of Applied Chemistry, ;2008, 25(5): 626-628. shu

Synthesis of 3-Quinuclidinone Hydrochloride

1.
a School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Wuhan 430073;
2.
b School of Chemical Engineering, Wuhan University of Technology, Wuhan 430070

Corresponding author: SHEN Yong-Cun,
Received Date: 11 June 2007
Available Online: 22 August 2007

With thionyl chloride as a chlorination agent,ethyl 4-piperidinecarboxylic acid hydrochloride (Ⅱ) was synthesized by the esterification of 4-piperidinecarboxylic acid (Ⅰ) with ethanol in a yield of 95%,which was reacted with ethyl chloroacetate in acetone to give 1-carbethoxymethyl-4-carbethoxypiperidine (Ⅲ) in a yield of 85%;2-carbethoxy-3-quinuclidinone (Ⅳ) was prepared by the Dieckmann condensation of compound (Ⅲ) under strong basic condition,which was decarboxylated in a yield of 73% under strong-acidic condition,and the total yield was 58%.The product structures was confirmed by IR,¹H NMR and MS.
- quinuclidinone hydrochloride,
- Dieckmann condensation,
- synthesis
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