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Cyclic unsaturated compounds Communication 52. Synthesis, configuration, and dehydration of 2,2- and 5,5-dimethyl-1,3-cyclohexanediols

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

Conclusions

  1. 1.

    The hydrogenation of dimedon gave 5,5-dimethyl-1,3-cyclohexanediol in 94% yield, which has a cis-configuration, while the hydrogenation of 2,2-dimethyl-1,3-cyclohexanedione gave 2,2-dimethyl-1,3-cyclohexanediol, which has a trans-configuration.

  2. 2.

    The dehydration of 5,5-dimethyl-1,3-cyclohexanediol under the influence of phthalic anhydride is a convenient method for the synthesis of 5,5-dimethyl-1,3-cyclohexadiene.

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Authors and Affiliations

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

    V. A. Mironov, A. D. Fedorovich & A. A. Akhrem

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  1. V. A. Mironov
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  2. A. D. Fedorovich
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  3. A. A. Akhrem
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Additional information

See [1] for Communication 51.

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1288–1293, June, 1973.

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Mironov, V.A., Fedorovich, A.D. & Akhrem, A.A. Cyclic unsaturated compounds Communication 52. Synthesis, configuration, and dehydration of 2,2- and 5,5-dimethyl-1,3-cyclohexanediols. Russ Chem Bull 22, 1245–1250 (1973). https://doi.org/10.1007/BF00928597

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  • DOI: https://doi.org/10.1007/BF00928597

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