Reaction of lactones and thiolactones with 2-amino-2-methyl-1-propanol. Synthesis of 2-substituted 2-oxazolines

SP McManus, PJ Kelly, WJ Patterson…

Index: McManus,S.P. et al. Journal of Organic Chemistry, 1976 , vol. 41, p. 1642 - 1644

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Citation Number: 7

Abstract

We describe a process similar to that shown in eq 1 which uses a lactone instead of the carboxylic acid. The product is a functionalized 2-oxazoline derivative. Thus, y-butyrolactone (4a), 6-valerolactone (4b), and e-caprolactone (4c), and the methylated derivatives of y- butyrolactone 4d and 4e react with 1 to give the respective 2-substituted 4, 4-dimethyl-2- oxazoline derivatives, 5a-e. t-Caprolactone reacted quantitatively, as determined by GC ...