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Chemical Transformations of Tetracyclo[3.3.1.13,7.01,3]decane (1,3-Dehydroadamantane): VII. Reaction of 1,3-Dehydroadamantane with Alkanediols and Amino Alcohols

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Abstract

The reaction of 1,3-dehydroadamantane with C2–C6 α,ω-alkanediols selectively afforded ω-(adamantan- 1-yloxy)alkan-1-ols in 87–94% yield. The reaction of 1,3-dehydroadamantane with ω-aminoalkan-1- ols (2-aminoethanol and 3-aminopropan-1-ol) gave mixtures of addition products through the oxygen and nitrogen atoms, which can be readily separated by fractional vacuum distillation or crystallization.

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Authors and Affiliations

  1. Volzhsky Polytechnic Institute (Branch), Volgograd State Technical University, ul. Engel’sa 42a, Volzhsky, Volgograd oblast, 404121, Russia

    G. M. Butov

  2. Volgograd State Technical University, pr. Lenina 28, Volgograd, 400131, Russia

    G. M. Butov & V. M. Mokhov

Authors
  1. G. M. Butov
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  2. V. M. Mokhov
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Correspondence to G. M. Butov.

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Original Russian Text © G.M. Butov, V.M. Mokhov, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 12, pp. 1746–1749.

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Butov, G.M., Mokhov, V.M. Chemical Transformations of Tetracyclo[3.3.1.13,7.01,3]decane (1,3-Dehydroadamantane): VII. Reaction of 1,3-Dehydroadamantane with Alkanediols and Amino Alcohols. Russ J Org Chem 54, 1760–1763 (2018). https://doi.org/10.1134/S1070428018120035

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  • DOI: https://doi.org/10.1134/S1070428018120035

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