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Disubstituted acetylenes C4H9C≡CR are produced in the reaction of 1‐ethoxy‐1‐hexyne C4H9C≡COC2H5 with organolithium or Grignard compounds RLi or RMgBr. The yields are moderate to satisfactory. Ethoxyethyne HC≡COC2H5 and phenyllithium C6H5Li afford phenylacetylene HC≡CC6H5 (after hydrolysis) in moderate yield. The formation of acetylenes probably proceeds by an addition‐elimination mechanism.
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Kooyman et al. (1968) studied this question.
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