Journal of Japan Oil Chemists' Society
Online ISSN : 1884-2003
ISSN-L : 0513-398X
Synthesis of Whisky Lactone from Crotonic Acid
Hidetaka TSUKASA
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JOURNAL FREE ACCESS

1987 Volume 36 Issue 1 Pages 51-53

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Abstract
3-Methyl-4-octanolide (1), (Whisky lactone or Quercus lactone), was synthesized from crotonic acid and pentanal. The reaction of pentanal (3) with crotonic acid (4) provided 3-methyl-4-oxooctanoic acid (5) in a 66% yield, which was reduced by NaBH4 to give whisky lactone (1) in a 88% yield. Similarly, trans-3-methyl-4-nonanolide (2), one of the component of cognac, was prepared from crotonic acid and hexanal.
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