• Synthesis of l-isopropyl-8,9-benzospiro [5,5] undecane-7-ol and its catalytic dehydrogenation

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      https://www.ias.ac.in/article/fulltext/jcsc/089/01/0001-0006

    • Keywords

       

      Spirocyclohexane ring; synthesis; dehydrogenation; catalysis; aromatic; compounds

    • Abstract

       

      Catalytic dehydrogenation of l-isopropyl-8, 9-benzospiro [5, 5] undecane-7-ol (5) has been carried out to study the effect of isopropyl group on the spirocyclohexane ring during the ring transformation of the spiro [5, 5] system. The dehydrogenation of5 gave 1-isopropylphenanthrene as the main product. For the synthesis of5, the anhydride of l-carboxy-2-isopropylcyclohexane-l-acetic acid (1) was condensed with benzene to give the single ketoacid2 which was reduced catalytically to3. Intramolecular acylation of the acid chloride of3 gave the spiroketone4 which was reduced to5.

    • Author Affiliations

       

      Ashutosh Mitra1 Sunil Baran Das1

      1. Chemistry Department, University of Kalyani, Kalyani - 741 235
    • Dates

       
  • Journal of Chemical Sciences | News

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