Studies on Acetylenic Compounds. XX. Carbon-Carbon Alkylation with Acetylenic Mannich Base.

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It was found that methyl iodide of acetylenic Mannich base reacted with active methylene compounds to form alkylated acetylenic compounds with a loss of tertiary amine. Various acetylenic compounds may be prepared by this method. It seems likely that such alkylation reactions proceed mainly by SN-1 mechanism in alcohol and mainly by SN-2 mechanism in dibutyl ether.

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