Method for producing carboxylic acid

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

Reexamination Certificate

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C562S497000

Reexamination Certificate

active

10522367

ABSTRACT:
The present invention provides a safe, convenient and efficient method for producing carboxylic acid by a reaction of alicyclic alcohol with an aqueous hydrogen peroxide to thereby obtain carboxylic acid in high yield from alicyclic alcohol or alicyclic ketone under mild reaction conditions, wherein the reaction operation is simple and easy, a step for removing solvent after completion of the reaction is not necessary and influence and toxicity upon the environment and human body are markedly small. In order to provide it, an oily alicyclic alcohol is allowed to react with an aqueous hydrogen peroxide in the presence of a catalyst containing a metal compound belonging to Group 6 of the Periodic Table in a heterogeneous solution system.

REFERENCES:
patent: 43-19286 (1968-08-01), None
patent: 54-135720 (1979-10-01), None
Zhang Shi-gang, et al, “Geen Catalytic Oxidation of Cyclohexanone to Adipic Acid.”, 2002, Science & Technology in Chemical Industry, vol. 10, No. 5, pp. 4 to 6, 16.
Xian-miao Long et al., “Green synthesis of adipic acid by catalytic oxidation of cyclohexanol/cyclohexanone,” Huagong Keji (2002), 10(5), pp. 4-6, 16.
Kenji Nomiya et al., “Catalysis by heteropolyacid-VII. Catalytic Oxidation of Cyclohexanol by dodecamolybdate,”Polyhedron, vol. 3, No. 5, pp. 607-610, 1984.
Yasutaka Ishii et al., “Hydrogen peroxide of cyclohexanone and cyclohexanone peroxide in the presence of some metal oxides,”Chemistry Letters, vol. 6, pp. 611-614, 1978.
Yoko Usui et al., “A green method of adipic acid synthesis: organic solvent- and halide-free oxidation of cycloalkanones with 30% hydrogen peroxide,”Green Chemistry, vol. 5, pp. 373-375, 2003.
Shi-gang Zhang et al., “Green catalytic oxidation of cyclohexanone to adipic acid,”Petroleum Science and Technology, vol. 21, Nos. 1 & 2, pp. 275-282, 2003.

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