Method for producing furan-2,5-dicarboxylic acid

Details Method for producing furan-2,5-dicarboxylic acid Method for producing furan-2,5-dicarboxylic acid

2007-03-07

2008-08-12

Witherspoon, Sikarl A (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C549S485000, C549S488000

Reexamination Certificate

active

07411078

ABSTRACT:
A method for producing furan-2,5-dicarboxylic acid (FDCA) is provided which can efficiently and quantitatively producing FDCA under mild conditions, without employing an expensive catalyst and with a reduced energy consumption. A furan ring compound having two functional groups selected from a hydroxymethyl group, a formyl group and a carboxyl group in the 2- and 5-positions of the furan ring, is oxidized with a metal permanganate in an alkaline environment to produce furan-2,5-dicarboxylic acid. Advantageously, the alkaline environment contains at least one of alkali metal hydroxides and alkali earth metal hydroxides, and the oxidation is performed at a temperature of from 1 to 50° C. by adding the permanganate metal salt to the alkaline aqueous solution containing the furan ring compound.

REFERENCES:
patent: 3326944 (1967-06-01), Lew
patent: 4977283 (1990-12-01), Leupold et al.
patent: 2-088569 (1990-03-01), None
Shunichi Morikawa, “Synthesis of 2,5-Furandicaroxaldehyde from 5-Hydroxymethylfural,”Annual Report of the Noguchi Institute, 1979, p. 20-27 (with English translation).
Toni El Hajj et al., “Synthèse de l'hydroxyméthyl-5 furanne carboxaldéhyde-2 et de ses dérivés par traitement acide de sucres sur résines échangeuses d'ions”,Bulletin de la Société Chimique de France, 1987 No. 5, p. 855-60.
J. Lewkowski, “Convenient Synthesis of Furan-2,5-dicarboxylic Acid and Its Derivatives”, 75Polish J. Chem. 1943-46 (2000).

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