Issue 0, 1968

Aliphatic hydroxy-acids. Part III. Syntheses with alkyl 2-acetoxy-3-carboxypropionates

Abstract

Methyl (±)-2-acetoxy-3-carboxypropionate has been prepared from (±)-malic acid and used in crossed Kolbe electrolyses to prepare dimethyl (±)-2-acetoxydodecane-1,12-dioate and three methyl 2-acetoxyalkanoates. Dimethyl and diethyl meso-2,5-diacetoxyadipates have been isolated from the Kolbe electrolyses of methyl and ethyl (±)-2-acetoxy-3-carboxypropionates respectively, and the presence of the corresponding (±)-2,5-diacetoxyadipates has been established. Lithium aluminium hydride reduction of diethyl meso-2,5-diacetoxyadipate gives meso-hexane-1,2,5,6-tetraol.

Article information

Article type
Paper

J. Chem. Soc. C, 1968, 906-910

Aliphatic hydroxy-acids. Part III. Syntheses with alkyl 2-acetoxy-3-carboxypropionates

R. Brettle and D. W. Latham, J. Chem. Soc. C, 1968, 906 DOI: 10.1039/J39680000906

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