The Journal of Organic Chemistry

The Preparation and Some Reactions of α-t-Acetylenic Ethers1

GF Hennion, AP BOISSELLE

Index: Hennion,G.F.; Boisselle,A.P. Journal of Organic Chemistry, 1961 , vol. 26, p. 2677 - 2681

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Citation Number: 11

Abstract

The reaction of &acetylenic chlorides, R'R'C (Cl)-C&H, with alcohols, RSOH, in the presence of strong base produced acetylenic ethers, RIR* C (OR+ C d H. Yields were satisfactory only with methyl and ethyl alcohols (R3= CH3 or C~ HL). The ethers were converted by alkylation to the homologs R1ReC (OR3)-C&-R4, by the Mannich reaction to RIRzC-(OR3)-C= C- CH2NR4R6 and by hydration to keto ethers R1R* C (OR3)-COCH3.