Process for preparation of 2-oxocarboxylic acid esters

Details Process for preparation of 2-oxocarboxylic acid esters Process for preparation of 2-oxocarboxylic acid esters

2005-05-24

2005-05-24

Zucker, Paul A. (Department: 1621)

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

Organic compounds

Carboxylic acid esters

C560S060000

Reexamination Certificate

active

06897335

ABSTRACT:
A process for the preparation of 2-oxocarboxylic acid esters represented by the following general formula (I), comprising by oxidizing a 2-hydroxycarboxylic acid ester represented by the following general formula (II) in the presence of a nitroxyl radical represented by the following general formula (III), a hypochlorite, a metal bromide and water with the pH of the reaction system being kept within the range of 5 to 7:(I) (II) (III) wherein R1and R2are each independently an alkyl group, an alkenyl group, an alkynyl group, an aryl group or an aralkyl group, which each may be substituted with substituents; and R3is a hydrogen atom, an alkoxyl group, an aralkyloxy group, an acyloxy group or a hydroxyl group.

REFERENCES:
patent: 0 412 378 (1991-02-01), None
patent: 11180932 (1999-07-01), None
patent: 11315052 (1999-11-01), None
De Nooy et al, Synthesis, On the Use of Stable Organic Nitroxyl Radicals for the Oxidation of Primary and Secondary Alcohols, 1996, pp. 1153-1174.*
M. Robert Leanna, et al., Synthesis of α-Amino and α-Alkoxy Aldehydes via Oxoammonium Oxidation, Tetrahedron Letters, 1992, vol. 33, No. 35, pp. 5029 to 5032.
Chemical Abstracts of Japan, vol. 2000, No. 2, Feb. 29, 2000, XP002302646.
Chemical Abstracts of Japan, vol. 1999, No. 12, Oct. 29, 1999, XP-002302647.

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