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Synlett 1999; 1999(3): 330-332
DOI: 10.1055/s-1999-2610
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A Simple and Efficient Method for the Preparation of 1-Benzyloxy-5-hydroxynaphthalene

Jan Becher* , Owen A. Matthews, Mogens B. Nielsen, Françisco M. Raymo, J. Fraser Stoddart
  • *Department of Chemistry, Odense University, Campusvej 55, DK-5230 Odense M, Denmark; Fax 1 31 02 06 18 43; E-mail: stoddart@chem.ucla.e3du
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Publication Date:
31 December 1999 (online)

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1,5-Dihydroxynaphthalene is a versatile π-electron rich aromatic ring system which has been employed widely for the construction of mechanically-interlocked molecular compounds and supramolecular complexes. A much-needed procedure for its transformation into 1-benzyloxy-5-hydroxynaphthalene has been developed. It involves (i) bisacetylation of 1,5-dihydroxynaphthalene, (ii) reductive removal of one of the two acetyl groups, (iii) benzylation, and (iv) cleavage of the remaining acetyl group.

1,5-dihydroxynaphthalene - protection - deprotection

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