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

Research output: Contribution to journalArticle

13 Scopus citations

Abstract

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.

Original languageEnglish (US)
Pages (from-to)330-332
Number of pages3
JournalSynlett
Issue number3
DOIs
StatePublished - Jan 1 1999
Externally publishedYes

Keywords

  • 1,5-dihydroxynaphthalene
  • Deprotection
  • Protection

ASJC Scopus subject areas

  • Organic Chemistry

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