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

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

Volume: 4 Issue: 4

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

Affiliation:

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

Abstract: 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.

Cite this article as:

Simonetta Benetti , Carmela De Risi , Francesco Ferroni and Gian P. Pollini , An Efficient Preparation of 2-Methyl-1-Cyclopentene-1-Carboxylic Acid, a Versatile Synthetic Building Block, Letters in Organic Chemistry 2007; 4 (4) . https://dx.doi.org/10.2174/157017807781024264