Oxidation of alkyl-aromatic compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

Reexamination Certificate

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C562S411000, C562S412000, C568S320000, C568S432000, C568S815000

Reexamination Certificate

active

07094925

ABSTRACT:
A process for the oxidation of an alkyl-aromatic compound, wherein the aromatic compound is admixed with an oxidising agent or sulfur compound in the presence of an ionic liquid is described. In this process, air, dioxygen, peroxide, superoxide, any other form of active oxygen, nitrite, nitrate, nitric acid or other oxides (or oxyhalides) of nitrogen (hydrate or anhydrous) are preferably used as the oxidising agent. The process is usually under Bronsted acidic conditions. The product of the oxidation reaction is preferably a carboxylic acid or ketone or an intermediate compound in the oxidation such as an aldehyde, or alcohol. The oxidation is preferably performed in an ionic liquid containing an acid promoter such as methanesulfonic acid.

REFERENCES:
patent: 2993070 (1961-07-01), Hopff
patent: 3124611 (1964-03-01), Shipman
patent: 3310581 (1967-03-01), Mares
patent: 5705705 (1998-01-01), Brown et al.
patent: 199 01 524 (2000-07-01), None
patent: WO 00 32572 (2000-06-01), None
The Merck Index, 11th Edition, 1989; 2228, 5552, 8598.
Harustiak et al. Kinetics and Mechanism of Phase-Transfer Catalyzed Oxidation of p-Xylene by Molecular Oxygen. Journal of Molecular Catalysis, 1988, vol. 48, p. 335-342.
Earle et al. Paradigm Confirmed: The First Use of Ionic Liquids to Dramatically Influence the Outcome of Chemical Reactions. Organic Letters, 2004, vol. 6 (5), p. 707-710.

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