Process for producing cycloalkanol and/or cycloalkanone

Details Process for producing cycloalkanol and/or cycloalkanone Process for producing cycloalkanol and/or cycloalkanone

2005-07-19

2009-12-15

Wilson, James O. (Department: 1624)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C568S835000

Reexamination Certificate

active

07632942

ABSTRACT:
The object of the present invention is to produce cycloalkanol and/or cycloalkanone with good selectivity by oxidizing cycloalkane with molecular oxygen. The method of the present invention contains the step of oxidizing cycloalkane with molecular oxygen in the presence of cobalt salt of carboxylic acid and cobalt complex with porphyrin as a ligand, the cobalt complex with porphyrin as a ligand being a compound represented by the formula (1):wherein each of X1to X8independently represents a hydrogen atom, a halogen atom, a nitro group, a cyano group, a hydrocarbon group, a halogenated hydrocarbon group or a sulfonyl group, and each of R1to R4independently represents a hydrogen atom, a nitro group, a cyano group, a hydrocarbon group or a halogenated hydrocarbon group.

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(Note—2 references by this author): Nam et al. (1) Tetrahedron Letters 43 (2002) 5487-5490 “Sterioselective alkane . . . ” (2) Chem. Commun., 2001, 1262-1263, “Biomimetic alkane hydroxylation . . . ”.
Haber et al., “cationic metalloporphyrins . . . ”, J. of Molecular Catalysis A: Chemical 224 (2004) 153-159.
Guo et al., Effective catalysis . . . , Applied Catalysis A General 246 (2003) 303-309.
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C. Guo et al., “Effect catalysis of simple metalloporphyrins for cyclohexane oxidation with air in the absence of additives and solvents”, Applied Catalysis A: General 246, (2003), (XP-002360226), pp. 303-309.
W. Nam et al., “Biomimetic alkane hydroxylation by cobalt (ω) porphyrin complex andm-chloroperbenzoic acid”, Chem. Commun., 2001, (XP-002360227), pp. 1262-1263.

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