FIELD: chemistry.
SUBSTANCE: invention relates to a method of obtaining α-ketoacids, as well as their derivatives of general formula or , where R1 stands for either a branched or linear C1-C18alkyl group and, where R1 is optionally substituted with -SH or -SCH3, R2 stands for -OR"', where R"' represents a hydrogen atom or a branched or linear C1-C8alkyl group, both residues R3 together represent C2-C8alkanediyl and together form a ring or both residues R3 and R"' together represent a part of a C3-C8alkanetriyl group of general formula -R3(CH-)R"'- and together form a bicyclic group, consisting in the following: a) aldehyde R1 CHO is subjected to interaction with similar or different thiols of formula R4-S-H, where R4 stands for a branched or linear, optionally substituted C1-C6alkyl group, with obtaining respective dithioacetal, b) formed dithioacetal is subjected in the presence of a strong base to interaction with carbonyl-containing electrophile and further hydrolysis with obtaining α,α-(dithio)carboxylic acid or its derivatives of formula , where R5 represents a hydrogen atom or a branched or linear C1-C6alkyl group, and residues R4 and R1 have values given above, and c) α,α-(dithio)carboxylic acid or its derivatives of formula are converted by solvolysis carried out at acid catalysis in the presence of at least 1 molar equivalent of water into α-ketoacid or its derivatives of general formula (I) or (II) with the separation of thiols of formula R4SH. The invention also relates to an intermediate product of formula .
EFFECT: improved method is environmentally friendly and suitable for implementation on an industrial scale.
14 cl, 12 ex
Authors
Dates
2014-12-20—Published
2008-06-12—Filed