Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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The Synthesis of p-acetylcalix[4]arene via Fries Rearrangement Route

  • No, Kwang-Hyun (Department of Chemistry, Sookmyung Women`s Univeristy) ;
  • Noh, Yeoung-Joo (Department of Chemistry, Sookmyung Women`s Univeristy) ;
  • Kim, Youn-Hee (Department of Chemistry, Sookmyung Women`s Univeristy)
  • Published : 1986.12.20
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Abstract

Starting with the readily available p-tert-butyl-calix[4]arene 2, tert-butyl groups are removed by $AlCl_3$-catalyzed de-alkylation reaction, and the calix[4]arene 3 formed is converted to the tetraacetate 4. This compound undergoes Fries rearrangement to yield p-acetylcalix[4]arene 6, which seems to be an attractive starting material for the introduction of functional groups. As a preliminary experiment p-(1-hydroxyethyl)calix[4]arene 7 is prepared by LiAlH$_4$ reduction of 6.

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References

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