Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Intramolecular Aldol Condensations of the Reaction Products formed from 2, 4-Pentanedione and Aldehydes
MINORU SEKIYATOSHIAKI MORIMOTOKUNIO SUZUKI
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1973 Volume 21 Issue 6 Pages 1213-1217

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Abstract
The aldol condensation products, 5-alkyl-4, 6-diacetyl-3-hydroxy-3-methylcyclohexanone (R=H, CH3, C6H5) and 3, 5-diacetyl-2, 6-heptanedione formed from 2, 4-pentanedione and aldehydes underwent further reactions involving aldol condensations and dehydrations on heating with the liquid formate, TEAF, given by 5HCO2H·2NEt3. These reactions finally gave the two isomers of dimethylbicyclo [3.3.1] nonadienediones. In the case of the formaldehyde condensation products, formate reactions giving 4, 6-diacetyl-3-methylcyclohex-2-en-1-one and 2, 4-diacetyl-5-methylphenol were also realized.
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© The Pharmaceutical Society of Japan
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