Abstract
AbstractEthoxyethynylcarbinols, which can be prepared from carbonyl compounds and metallic derivatives of ethoxyacetylene, react with amines in three different ways.Strongly basic amines like diethylamine mainly cause reaction A, dissociation of the carbinol into the carbonyl compound from which the carbinol was derived, and ethoxyacetylene (which reacts further with the amine used). Very weakly basic aromatic amines like p‐nitroaniline catalyze the rearrangement into α,β‐unsaturated esters (reaction B), whereas aromatic amines like aniline yield amides of β‐hydroxy‐acids with evolution of ethylene (reaction C).
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