A Method for the Facile Synthesis of Campholene Derivatives

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  • HONDA Tomoki
    Department of Industrial Chemistry, School of Science and Technology, Meiji University
  • EDA Kazuhiko
    Department of Industrial Chemistry, School of Science and Technology, Meiji University
  • KURATA Takeo
    Department of Industrial Chemistry, School of Science and Technology, Meiji University

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  • カンフォレン誘導体の簡便な合成法
  • カンフォレン ユウドウタイ ノ カンベン ナ ゴウセイホウ

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Abstract

Campholene derivatives obtained by the crossed aldol condensation of Campholene aldehyde (2) with ketones, are quite useful for the synthesis of perfumes. (2) was prepared by the isomerization of α-Pinene oxide (1) in the presence of a solid acid catalyst.<BR>The synthesis of 5-(2, 2, 3-trimethyl-3-cyclopenten-1-yl)-3-penten-2-one (3) was conducted by a one-pot procedure in a flask containing (1), acetone, solvent, solid acid catalyst and solid base catalyst.<BR>A method for the facile synthesis of (3) was developed using KF/H-Y330 as a solid acid catalyst and Sr(OH)2·8H2O as a solid base catalyst. Other ketones (2-butanone, 3-pentanone, cyclopentanone) could also be used for synthesizing various campholene derivatives with these catalysts.

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