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A fast and practical synthesis of tert-butyl esters from 2-tert-butoxypyridine using boron trifluoride·diethyl etherate under mild conditions

  • Minh Thanh La
  • , Hee Kwon Kim*
  • *Corresponding author for this work
  • Jeonbuk National University

Research output: Contribution to journalJournal articlepeer-review

Abstract

A practical direct preparation of tert-butyl esters from 2-tert-butoxypyridine has been developed. This system features the use of boron trifluoride·diethyl etherate in toluene solvent to rapidly achieve the reaction at room temperature. Using this reaction protocol, a variety of tert-butyl esters were synthesized from several different carboxylic acids at high yields. This practical procedure provides a promising and effective approach to the protection of carboxylic acids with a tert-butyl group.

Original languageEnglish
Pages (from-to)3748-3754
Number of pages7
JournalTetrahedron
Volume74
Issue number27
DOIs
StatePublished - 2018.07.5

Keywords

  • Boron trifluoride·diethyl etherate
  • Carboxylic acid
  • Esterification
  • Protecting groups
  • Tert-butyl ester

Quacquarelli Symonds(QS) Subject Topics

  • Engineering - Petroleum
  • Pharmacy & Pharmacology
  • Chemistry
  • Biological Sciences

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