An improved method for the synthesis of phenylacetic acid derivatives via carbonylation

He Li, Yijun Zhang, Dinghua Liu, Xiaoqin Liu

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

2,4-Dichlorophenylacetic acid is synthesized in high yield via the carbonylation of 2,4-dichlorobenzyl chloride, and various experimental conditions are evaluated. Xylene, bistriphenylphosphine palladium dichloride, tetraethylammonium chloride and sodium hydroxide in solution are added to the reaction system and held at 80 °C under a CO atmosphere. 2,4-Dichlorophenylacetic acid is obtained in a maximum yield of 95%, and a mechanism for 2,4-dichlorobenzyl chloride carbonylation is proposed. The reaction system provides a mild, effective and novel means by which to prepare phenylacetic acid derivatives from their corresponding benzyl chloride derivatives.

Original languageEnglish
Pages (from-to)548-552
Number of pages5
JournalJournal of Chemical Research
Volume43
Issue number11-12
DOIs
StatePublished - 1 Nov 2019

Keywords

  • benzyl chloride derivatives
  • carbonylation
  • palladium catalyst
  • phase-transfer catalysis
  • phenylacetic acid derivatives

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