Process for the production of a racemic thioctic acid

Details Process for the production of a racemic thioctic acid Process for the production of a racemic thioctic acid

2005-01-18

2005-01-18

Desai, Rita (Department: 1626)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C554S025000

Reexamination Certificate

active

06844450

ABSTRACT:
Process for the synthesis of racemic thioctic acid comprising the following stages: a) reaction of the alkyl ester of 6,8-di-halo-octanoic acid in an organic solvent with an aqueous solution of alkali disulfide in presence of a compound for phase transfer catalysis selected from the group consisting of quaternary ammonium or phosphonium salts having the following general formula: where: A is nitrogen of phosphorus, X is selected from the group consisting of Cl, Br, I, HSO4, and H2PO4and the substitutents R1, R2, R3and R4are selection from the group consisting of linear or branched alkyl radicals having one to twenty carbon atoms (C1-C20), said substituents being identical or different one from the other, or only one of said substituents is selected from the group consisting of arylalkyl radicals having the following formula —(CH2)nC6H5in which n=1-16; b) followed by the hydrolysis of the ester of racemic thiotic acid.

REFERENCES:
patent: 2792406 (1957-05-01), Acker
patent: 5731448 (1998-03-01), Gewald et al.
patent: 6140512 (2000-10-01), Adger et al.
The Merck Index, 1984, p. 870.*
G. Bringmann et al., “A Short And Productive Synthesis Of (R)-Alfpha-Lipoic Acid,” Zeitschrift Fur Naturforschung, Tell B: Anorganische Chemie, Organische Chemie, Verlag Der Zeitschrift Fur Naturforschung, Tubingen pp. 655-661 (1999).

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