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Azetidine-2-carboxylic acid derivatives
Authors:Barry A. Phillips  Norman H. Cromwell
Abstract:An improved method for the preparation of DL -azetidine-2-carboxylic acid is reported. The reaction of thionyl chloride with azetidine-2-carboxylic acid in methanol gave rise to 2-carbomethoxyazetidine hydrochloride, which upon treatment with triethylamine yielded 2-carbomethoxyazetidine. 2-Carbomethoxyazetidine proved to be unstable and upon standing formed azetidine-2-carboxylic acid anhydride. The nmr and ir spectra of 2-carbomethoxyazetidine are discussed in terms of its conformation. The conversion of azetidine-2-carboxylic acid to azetidine-2-carboxamide is also described.
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