Standard Article

Elbs Persulfate Oxidation

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr212

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Elbs Persulfate Oxidation. Comprehensive Organic Name Reactions and Reagents. 212:977–981.

Publication History

  1. Published Online: 15 SEP 2010

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

The oxidative hydroxylation of aromatic compounds via the treatment of persulfate salt in the presence of alkali is generally referred to as the Elbs persulfate oxidation. In this oxidation, a hydroxyl group is mounted onto an aromatic ring predominantly in the para-position of a preexisting group. The persulfate salts, which are suitable for this reaction, include ammonium persulfate and potassium persulfate. It has been reported that the yield can be improved by carrying out the oxidation in a solution saturated with NaCl or Na2SO4 or when oxygen is purged off by nitrogen. The application of a quaternary ammonium hydroxide has also proven valuable for giving a better yield. It has been reported that this reaction occurs through a radical mechanism. This reaction has been used for the preparation of the aromatics with alkoxy groups by the alkylation after the hydroxylation.

Keywords:

  • ammonium persulfate;
  • potassium persulfate;
  • quaternary ammonium hydroxide;
  • flavones