Salcomine-catalyzed oxidation of phenols

Organic compounds -- part of the class 532-570 series – Organic compounds – Cyclohexadiene having atoms double bonded directly at the 1-...

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C07C 4608

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049099655

ABSTRACT:
The life of a salcomine catalyst used in the oxidation of phenols to quinones (e.g., of o-phenylphenol to phenyl-p-benzoquinone) is increased by the presence of a water- or acid-removing substance, e.g., a non-acid-forming chemical water scavenger, a molecular sieve, a weak inorganic base, or a sterically hindered organic base, in the reaction medium. Suitable water- or acid-removing substances include carbodiimides, e.g., dicyclohexylcarbodiimide; a Type 3A or 4A molecular sieve; finely divided metal oxides or metal carbonates, e.g., barium carbonate; and 2,6-lutidine. These substances chemically transform by-product carboxylic acids, and/or prevent the formation of such acids, whereby the life of the salcomine catalyst is prolonged.

REFERENCES:
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patent: 3859317 (1975-01-01), Hutchings
patent: 3966776 (1976-06-01), Kato et al.
patent: 3987068 (1976-10-01), Reilly
Fullerton et al, Tetrahedron Letters, No. 2, pp. 139-142, 1976.
Van Dort, H. M., et al., Rec. Trav. Chim. 86, 520-526 (1967).
Vogt, L. H., Jr., et al., Journal of Organic Chemistry 34, 273-277 (1969).
Kothari, V. M., et al., Journal of Catalysis 41, 180-189 (1976).

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