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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

An Efficient Preparation of 2-Methyl-1-Cyclopentene-1-Carboxylic Acid, a Versatile Synthetic Building Block

Author(s): Simonetta Benetti, Carmela De Risi, Francesco Ferroni and Gian P. Pollini

Volume 4, Issue 4, 2007

Page: [285 - 287] Pages: 3

DOI: 10.2174/157017807781024264

Price: $65


A practical three-step procedure for the preparation of 2-methyl-1-cyclopentene-1-carboxylic acid is detailed. This process relies on the reaction of commercially available 2-carboethoxycyclopentanone with nitromethane in the presence of equimolecular amounts of piperidine, followed by denitration of the derived allylic nitro compound by treatment with 5% Pd/C in the presence of ammonium formate and final hydrolysis of the ester moiety.

Keywords: Dieckmann's ester, carboxylic acids, allylic nitro compounds, Pd-catalyzed denitration

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