METHOD FOR PRODUCING (-)-8 ALPHA, 13-EPOXY-14,15,16-TRINORLABUDANE

PURPOSE: To quantitatively obtain the (-)-8α, 13-epoxy-14,15,16-trinorlabudane having a wood-like or amber-like perfume characteristics and useful as a compounding perfume raw material for cosmetics or foods in a high yield and in a high purity in simple processes without accompanying by-products. C...

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Hauptverfasser: KAWANOBE TSUNEO, TAKAZAWA OSAMU
Format: Patent
Sprache:eng
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Zusammenfassung:PURPOSE: To quantitatively obtain the (-)-8α, 13-epoxy-14,15,16-trinorlabudane having a wood-like or amber-like perfume characteristics and useful as a compounding perfume raw material for cosmetics or foods in a high yield and in a high purity in simple processes without accompanying by-products. CONSTITUTION: (-)-8α, 13-dihydroxy-14,15,16-trinorlabudane of formula I is subjected to a catalytic cyclization reaction in the presence of a zinc dihalide (e.g. zinc dichloride) as a dehydrative cyclization agent in an organic solvent such as dichloromethane or carbon tetrachloride to obtain the (-)-8α, 13- epoxy-14,15,16-trinorlabudane of formula II. The reaction temperature and the reaction time are approximately 0-50 deg.C and approximately 1-5hr, respectively. The zinc dihalide is used in an amount of approximately 1-2 moles per mole of the compound of formula II.