The Reaction of Propiolic Acid Esters with Tertiary Amines. Formation of Betaines

Reaction of propiolate esters, HC≡CCO 2 R, with tertiary alkylamines R′ 3 N in highly aqueous media yields betaines of the type trans R′ 3 N + *CH=CH*CO 2 − . The spectral and chemical properties of these derivatives are discussed as well as the mechanism of their formation. The major by-product of...

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Bibliographic Details
Published in:Canadian journal of chemistry 1974-11, Vol.52 (21), p.3569-3576
Main Authors: McCulloch, A. W, McInnes, A. G
Format: Article
Language:English
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Summary:Reaction of propiolate esters, HC≡CCO 2 R, with tertiary alkylamines R′ 3 N in highly aqueous media yields betaines of the type trans R′ 3 N + *CH=CH*CO 2 − . The spectral and chemical properties of these derivatives are discussed as well as the mechanism of their formation. The major by-product of reaction is the corresponding trans-3-alkoxyacrylate ROCH=CHCO 2 R.
ISSN:0008-4042
1480-3291
DOI:10.1139/v74-534