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Synthesis of (E)-10-hydroxy-2-decenoic acid ethyl ester via a one-pot tandem oxidation-Wittig process

Communication

JOURNAL 894

Organic Communications
VOLUME & ISSUE
Year: 2018 Issue: 3 July-September
PAGES
p.168 - 172
DOI ADDRESS
http://doi.org/10.25135/acg.oc.48.18.06.106
STATISTICS
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AUTHORS
    Jacob T. Heppell, Wah Chin Boon and Jasim M. A. Al-Rawi
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GRAPHICAL ABSTRACT

ABSTRACT

 The synthesis of (E)-10-hydroxy-2-decenoic acid ethyl ester (10H2DA-EE) (3) was achieved via a one-pot, tandem oxidation-Wittig process from commercially available 1,8-octanediol (1), Wittig reagent (Ph3P=CHCO2Et) (2) and activated MnO2. Subsequent hydrolysis with sodium hydroxide gave (E)-10-hydroxy-2-decenoic acid (10H2DA) (4).

 KEYWORDS
  • One-pot tandem oxidation-Wittig process
  • (E)-10-hydroxy-2-decenoic acid ethyl ester
  • (E)-10-hydroxy-2decenoic

SUPPORTING INFORMATION

Supporting Information
Download File 5-48-OC-1806-106-SI.pdf (944.67 KB)