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Reaction of methyldiacetylene with aliphatic alcohols under alkaline catalysis conditions

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Conclusions

The reaction of methyldiacetylene with aliphatic alcohols (heating on the steam bath in the presence of KOH) leads only to the cis-ethynyl vinyl ethers.

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Literature cited

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    B. P. Gusev and V. F. Kucherov, Izv. Akad. Nauk SSSR, Ser. Khim.,1964, 1318.

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    E. A. Él'perina, Dissertation [in Russian], Moscow (1968).

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    W. E. Truce, J. A. Simms, and M. M. Boudakian, J. Am. Chem. Soc,78, 695 (1956); W. E. Truce and M. M. Boudakian, J. Am. Chem. Soc,78, 2748, 2752 (1956); S. I. Miller, J. Am. Chem. Soc.,78, 6091 (1956).

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    F. Bohlman, C. Arndt, and J. Starnick, Tetrahedron Lett.,1963, 1605.

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 208–209, January, 1974.

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Gusev, B.P., Kucherov, V.F. Reaction of methyldiacetylene with aliphatic alcohols under alkaline catalysis conditions. Russ Chem Bull 23, 199–200 (1974). https://doi.org/10.1007/BF00922345

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Keywords

  • Alcohol
  • Ether
  • Steam
  • Catalysis
  • Vinyl