Cyanohydrin synthesis of 2, 3-dihydroxy-2, 3-dimethylbutanoic acid

JE Powell, C Osuch, HR Burkholder…

Index: Powell,J.E. et al. Journal of Organic Chemistry, 1978 , vol. 43, p. 3166 - 3169

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Citation Number: 5

Abstract

" C) led principally to 5, but at higher temperatures to 3-methyl-2-butanone (9) via a pinacol- pinacolone type rearrangement involving the intermediates 2, 2-dimethyl-3-oxobutanamide (10) and 2, 2-dimethyl-3-oxobutanoic acid (111, which decarboxylates spontaneously to 9. In the acid hydrolysis of 2 to obtain 5 and 6 directly, substantial amounts of the byproduct 2- hydroxy-2, 3-dimethyl-3-butenoic acid (12) were encountered; better yields of the desired ...