PRODUCTION OF GAMMA-CORONAL

PURPOSE:To efficiently produce gamma-coronal exhibiting the fragrance of seashore and marine product and useful e.g. as a compounding flavor material for foods and cosmetics in high purity and yield by using a specific dihydro-gamma-ionone as a starting raw material and reacting under specific condi...

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Bibliographische Detailangaben
Hauptverfasser: KAWANOBE TSUNEO, WATANABE HIROYUKI
Format: Patent
Sprache:eng
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Beschreibung
Zusammenfassung:PURPOSE:To efficiently produce gamma-coronal exhibiting the fragrance of seashore and marine product and useful e.g. as a compounding flavor material for foods and cosmetics in high purity and yield by using a specific dihydro-gamma-ionone as a starting raw material and reacting under specific condition. CONSTITUTION:gamma-Coronal of the formula IV is produced by carrying out carbon- increasing epoxidization reaction of dihydro-gamma-ionone of the formula I with a methylene halide in an organic solvent in the presence of a base to obtain 4-(6,6-dimethyl-2-methylenecyc1ohexy1)-2-methyl-1,2-epoxybutane of the formula II, contacting the compound with a metal alkoxide of the formula M(OR)3 (M is Al or B; R is 1-4C alkyl or benzyl) or with lithium diisopropylamide in an organic solvent and finally oxidizing the obtained 4-(6,6-dimethyl-2- methylenecyclohexyl)-2-methylenebutan-1-ol of the formula III in an organic solvent in the presence of an oxidizing agent.