Production of 3,3-dimethyl-2-oxo-butyric acid salt

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260535A, 260526R, C07C 4500, C07C 4916

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040524604

ABSTRACT:
Dichloropinacolone is produced by introducing into pinacolone twice the molar amount of chlorine, the exothermic reaction mass being cooled initially to maintain the temperature below about 50.degree. C until about 60 to 80% of the chlorine has been introduced, and then heating the reaction mass to a temperature above 50.degree. C during introducing of the remainder of the chlorine, thereby to produce dichloropinacolone, and terminating chlorine introduction when the dichloropinacolone content of the reaction mass is at least about 97%. The molten product is added to an aqueous solution of an alkali maintained at a temperature of at least about 50.degree. C, the alkali being present in more than three times the molar amount of the dichloropinacolone. To the resulting solution of a salt of 3,3-dimethyl-2-hydroxy-butyric acid, brought to a pH of about 9 to 12, there is added approximately the stoichiometric amount of potassium permanganate. Solid MnO.sub.2 precipitates out and is separated from the substantially pure dissolved salt of 3,3-dimethyl-2-oxo-butyric acid. The product is a known compound suited for further syntheses.

REFERENCES:
hill et al., J.A.C.S., vol. 55, pp. 2509-2512 (1933).
Weygand et al., Preparative Organ. Chem., pp. 189-191 (1973).
Dahl et al., Liebigs Ann. Chem., vol. 752, pp. 206-208, (1971).
Aston et al., Organic Synthesis Coll., vol. 3, pp. 538-541.
House, Organic Synthesis, pp. 459-464 (1974).

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