Synthesis of Novel Tabacco Flavor 2-(2-Hydroxyphenyl)cyclopropane-1-carboxlic Acid
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    Abstract:

    2-(2-Hydroxyphenyl)cyclopropane-1-carboxlic acid (HCCA) was prepared from the starting material of 2-methoxystyrene via the chlorine-addition, cyclopropanation reaction with diethyl malonate, Krapcho decarboxylation and demethylation using thiophenol as nucleophiles under alkali conditions with a high total yield of 53%. The target product was also confirmed through 1H NMR, 13C NMR, GC-MS and HRMS. The synthetic process of HCCA can be performed under mild reaction conditions with conveniently available reagents and good yields, providing a potential route for the large-scaled syntheses.

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History
  • Received:May 09,2013
  • Revised:June 19,2013
  • Adopted:June 20,2013
  • Online: October 30,2013
  • Published:
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