Process for the dimerisation of alkyl glyoxals

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Reexamination Certificate

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C568S397000

Reexamination Certificate

active

07345206

ABSTRACT:
The present invention relates to the field of organic synthesis and more particularly to a new process for the dimerisation of alkyl glyoxals, said process being promoted by an alkaline salt of the hydroxymethanesulfinic acid and is performed at a pH comprised between 3.5 and 9.5.

REFERENCES:
patent: 3558714 (1971-01-01), Buchi
patent: 0 368 211 (1992-08-01), None
George Buchi et al., “Syntheses of 2,5-Dimethyl-4-hydroxy-2,3-dihydrofuran-3-one (Furaneol), a Flavor Principle of Pineapple and Strawberry”, J. Org, Chem., vol. 38, No. 1, pp. 123-125 (1978).
Luciano Bassignani et al., “Novel Applications of the Potassium Chlorate Osmium Tetroxide Oxidizing System. Synthesis of α-Diearbonyl Derivatives from Acetylenic Compounds. Synthesis of a 2,3-Dihydroxy-1,4-dione from a 2,5-Dialkylfuran”, J. Org, Chem., vol. 43, No. 21, pp. 4245-4247 (1978).
Angelo Clerici et al., “Radical Addition to the Carbonyl Carbon Promoted by Aqueous Titanium Trichloride: Stereoselective Synthesis of α,β,8-Dihydroxy Ketones”, , J. Org, Chem., vol. 54, No. 16, pp. 3872-3882 (1978).
Glen A. Russell et al., “β-Keto Sulfoxides. II. Transformations Giving Sulfur-Free Products”, Journal of the American Chemical Society, vol. 88, No. 23, pp. 5498-5504 (1966).
Mark A. Briggs et al., “Synthesis of 4-Hydroxy-2,5-dimethylfuran-3(2H)-one (Furaneol) from (2R,3R)—tartaric Acid”, Journal of Chem. Soc. Perkin Trans. 1, pp. 795-798 (1985).
Reynold C. Fuson et al. XP001021797, “1,2-Ciacylethylene Glycols”, vol. 61, pp. 3246-3249 (1939).

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