Catalytic method for the production of carbonyl compounds

Details Catalytic method for the production of carbonyl compounds Catalytic method for the production of carbonyl compounds

2007-09-25

2007-09-25

Witherspoon, Sikarl A. (Department: 1621)

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

Organic compounds

Oxygen containing

C568S470000

Reexamination Certificate

active

10534878

ABSTRACT:
The invention relates to a catalytic method for the production of aliphatic and aromatic carbonyl compounds with at least one aldehyde or ketone function, whereby said compounds can also comprise at least one aldehyde and ketone function. A starting material comprising at least one aliphatic- and/or aromatic-bonded functional group of formula (I), where R1=H, alkyl or aryl, X=H, or a group which may be substituted by the sulphinyl group of a sulphoxide during the catalytic reaction, n=a whole number from 1 to 8, is oxidised in the presence of a sulphoxide and/or a sulphide and the presence of iron salts or redox pairs of iron/copper or silver/copper salts, by means of an oxidising agent with a redox potential of Eo>+2 V vs. NHE, whereby the sulphoxide or sulphide has a catalytic function. The method permits the production of carbonyl compounds, in particular, (poly)aldehydes and (poly)ketones with high selectivity, whereby the formation of alcohols and carboxylic acids, dimerisation products and other by-products is reduced to a minimum or essentially prevented. The final products obtained find application as important intermediates and final products.

REFERENCES:
patent: 4146582 (1979-03-01), Maggioni
patent: 609 318 (1979-02-01), None
Khenkin et al. Oxygen Transfer from Sulfoxides: Oxidation of Alkylarenes Catalyzed by a Polyoxomolybdate.□□Journal of the American Chemical Society, 2002, vol. 124 (16), p. 4198-4199.
Kornblum et al. A New and Selective Method of Oxidation. The Conversion of Alkyl Halides and Alkyl Tosylates to Aldehydes. Journal of the American Chemical Society, 1959, vol. 81, p. 4113-4114.
*Pfitzner et al., “Sulfoxide-Carbodiimide Reactions. I. A Facile Oxidation Of Alcohols”, j. am. Chem.. soc., 1965, pp. 5661-5670, vol. 87.

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