Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1998-12-22
2000-05-02
Keys, Rosalynd
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
560174, 568312, 568389, C07C 6976, C07C 6972, C07C 4532, C07C 4533
Patent
active
060574747
ABSTRACT:
Preparation process for .alpha.,.beta.-dicarbonylated compounds of formula (I) ##STR1## in which R.sub.2 =alkyl, phenyl or benzyl being able to be substituted in various ways on the cycle, or carboxylic ester, and R.sub.3 =alkyl or alkoxy or carboxylic ester in which a compound of formula (II) ##STR2## in which R.sub.1 =alkyl, or alkyl .alpha.-ketocarboxylate or carboxylic ester, and R.sub.2 and R.sub.3 have the same meanings as previously is reacted in a nitrile type solvent, with molecular oxygen in the presence of copper.sup.II nitrate or ferric chloride as catalyst, and use for obtaining ethyl .alpha.-ketobutyrate, ethyl phenyl pyruvate, ethyl pyruvate, ethyl phenylglyoxylate, butane-2,3-dione or diethyl mesoxalate.
REFERENCES:
patent: 5523459 (1996-06-01), Hirai et al.
J. Cossy et al., "Oxidative cleavage of 2-substituted cycloalkane-1, 3-diones and of cyclic beta-ketoesters by copper perchlorate/oxygen.", Tetrahedron Letters, vol. 35, No. 22, Aug. 15, 1994, pp. 6089-6092.
Ahmed Atlamsani et al., "Synthesis of 5-and 6-oxoalkanoic acids by copper(II)-catalized oxidative cleavage of cycloalkanones with dioxygen.", Synthesis, No. 1, Jan. 1993, pp. 79-81.
Zong-Xing Si et al., "A facile general route to alpha-keto esters and alpha-diketones.", Synthesis, No. 6, Jun. 1990, pp. 509-510.
Ito S. et al., "Ferric salt catalyzed oxydation of cycloalkanones to oxo esters by molecular oxygen.", Journal of Organic Chemistry, vol. 48, No. 7, Apr. 8, 1983, pp. 1133-1135.
Arzoumanian Henri
Capelle Nicolas
Vallejos Jean-Claude
Clariant S.A.
Keys Rosalynd
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