Bulletin of the Korean Chemical Society

  • 제5권5호
  • /
  • Pages.187-190
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  • 1984
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  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Convenient Synthesies of Carboxylic Esters and Thiol Esters Using Acid Chlorides and Zinc Chloride

  • Kim, Sung-Gak (Department of Chemistry, Korea Advanced Institute of Science and Technology) ;
  • Lee, Won-Jae (Department of Chemistry, Korea Advanced Institute of Science and Technology) ;
  • Lee, Jae-ln (Department of Chemistry, Korea Advanced Institute of Science and Technology)
  • 발행 : 1984.10.20
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초록

Reaction of acid chlorides with primary alcohols, secondary alcohols, and aryl alcohols in the presence of a catalytic amount of zinc chloride gave the corresponding esters in high yields, whereas the reaction with tertiary alcohols failed to give the esters due to the fast solvolytic reactions of tertiary alcohols with hydrogen chloride generated from the reaction. The use of molecular sieves as a scavenger for hydrogen chloride was found to be moderately effective in the reaction of mesitoyl chloride with tertiary alcohols. Reaction of acid chlorides with thiols in the presence of zinc chloride in acetonitrile proceeded cleanly, yielding the corresponding thiol esters in high yields.

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참고문헌

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피인용 문헌

  1. Commercial Zinc Oxide (Zn2+) as an Efficient and Environmentally Benign Catalyst for Homogeneous Benzoylation of Hydroxyl Functional Groups vol.28, pp.7, 1984, https://doi.org/10.1002/cjoc.201090216
  2. Metal‐Free Arylation of Oxygen Nucleophiles with Diaryliodonium Salts vol.18, pp.44, 1984, https://doi.org/10.1002/chem.201201645