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Synthesis of ethyl 3,7,11-trimethyldodeca-2,4-dienoate (hydroprene) from citral

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    A method is described for the preparation of hydroprene from citral, isopropenyl methyl ether, and ethoxyacetylene by a e10+C3+C2 route.

  2. 2.

    The Iotsich-Preobrazhenskii reaction of 6,10-dimethyl-2,3-undecen-2-one with ethoxyacetylene is an efficient route for the conversion of the C13-precursor into hydro-prene. The overall yield of hydroprene from citral is around 31% over the six stages of the synthesis.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    L. A. Yanovskaya, G. M. Zhdankina, G. V. Kryshtal' & E. P. Serebryakov

Authors
  1. L. A. Yanovskaya
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  2. G. M. Zhdankina
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  3. G. V. Kryshtal'
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  4. E. P. Serebryakov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2790–2793, December, 1987.

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Yanovskaya, L.A., Zhdankina, G.M., Kryshtal', G.V. et al. Synthesis of ethyl 3,7,11-trimethyldodeca-2,4-dienoate (hydroprene) from citral. Russ Chem Bull 36, 2587–2590 (1987). https://doi.org/10.1007/BF00957240

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  • DOI: https://doi.org/10.1007/BF00957240

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