An Improved and Simple Route for the Synthesis of 3-Quinuclidinone Hydrochloride

作者：Soni Jigar Y; Premasagar V; Thakore Sonal^*

来源：Letters in Organic Chemistry, 2015, 12(4): 277-279.

DOI：10.2174/1570178612666150113231048

• 3-quinuclidinone hydrochloride
• Dieckmann reaction
• isonepecotic acid
• Gram scale synthesis

An improved method for the synthesis of 3-quinuclidinone hydrochloride 4 from piperidine-4-carboxylic acid 1 has been described. Reaction of piperidine-4-carboxylic acid 1 with thionyl chloride and ethanol gave ethyl piperidine 4-carboxylate 2. It was further condensed with methyl chloroacetate in presence of sodium carbonate to give ethyl 1-(2-methoxy-2-oxoethyl)piperidine-4-carboxylate 3. One pot Dieckmann reaction of 3 in presence of potassium tertbutoxide followed by hydrolysis and decarboxylation gave title compound azabicyclo[2.2.2]oct-3-one hydrochloride 4.

• 出版日期2015