An efficient multigram-scale synthesis of 4-(ω-chloroalkoxy)phenols

A. I. Zinin, E. V. Stepanova, U. Jost, N. N. Kondakov, A. M. Shpirt, A. O. Chizhov, V. I. Torgov, L. O. Kononov

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)


Efficient multigram two-step syntheses of 4-(2-chloroethoxy)phenol and 4-(3-chloropropoxy)phenol in >70% yields starting from 4-hydroxybenzaldehyde and reagents with general formula Cl(CH2)nX (X = Cl, n = 2; X = OTs, n = 3) are proposed. 4-(2-Chloroethoxy)phenol can also be conveniently prepared from 4-methoxyphenol and 1,2-dichloroethane. The compounds thus obtained can be used in carbohydrate chemistry to synthesize glycosides bearing "universal" 4-(ω-chloroalkoxy)phenyl aglycons.

Original languageEnglish
Pages (from-to)304-312
Number of pages9
JournalRussian Chemical Bulletin
Issue number2
Publication statusPublished - 1 Feb 2017


  • 4-(ω-chloroalkoxy)phenols
  • anomeric protective groups
  • heterobifunctional building blocks
  • phenols
  • selective demethylation

ASJC Scopus subject areas

  • Chemistry(all)

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