Chemistry of acetylenic ethers 75: Isomerization of some 2‐alkynyl ethers into allenyl ethers with a note on the preparation of branched acetylenes

Abstract

Abstract 2‐Alkynyl ethers of the types R′R″CH‐CC‐CH 2 OC 2 H 5 and R′R″R″′C‐CC‐CH 2 OC 2 H 5 (in which R′, R″ and R″′ are alkyl groups) have been converted by means of sodamide in liquid ammonia, in 70‐95% yields, into the allenyl ethers R′R″CH  C  CH‐OC 2 H 5 and R′R″R″′C‐CH  C  CH‐OC 2 H 5 . Acid hydrolysis of the allenyl ethers afforded the trans ‐α,β‐unsaturated magnified image .