An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol

doi:10.1007/s11172-021-3178-3

Paper

An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol

Published May 1, 2021 · E. Tretyakov, A. M. Maksimov, P. V. Nikul’shin

Russian Chemical Bulletin

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Abstract

A new method for the preparation of 2,3,4,5-tetrafluorophenol from 2-[(2,3,4,5,6-pentafluorophenyl)thio]acetic acid has been proposed. It included the intramolecular cyclization of the salt of this acid in the presence of K 2 CO 3 with the substitution of the ortho fluorine atom and the formation of a lactone, which under the reaction conditions underwent the ring-opening with the formation of the potassium salt of 2-[6-hydroxy(2,3,4,5-tetrafluorophenyl)-thio]acetic acid. The resulting salt was converted into methyl ester and desulfurized with Raney nickel to 2,3,4,5-tetrafluorophenol. The proposed method is a simple and efficient way to obtain poorly available 2,3,4,5-tetrafluorophenol in ∼58% total yield based on 2-[(2,3,4,5,6-pentafluorophenyl)thio]acetic acid.

Study Snapshot

This new method efficiently synthesizes 2,3,4,5-tetrafluorophenol from 2-[(2,3,4,5,6-pentafluorophenyl)thio]acetic acid in 58% total yield, making it a promising method for industrial production.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol

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