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
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creator KAWANOBE TSUNEO
TAKAZAWA OSAMU
description 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.
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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. 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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.</abstract><edition>6</edition><oa>free_for_read</oa></addata></record>
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subjects ANIMAL AND VEGETABLE OILS, FATS, FATTY SUBSTANCES AND WAXES
APPARATUS THEREFOR
CANDLES
CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY
CHEMISTRY
DETERGENTS
ESSENTIAL OILS
FATTY ACIDS THEREFROM
GENERAL METHODS OF ORGANIC CHEMISTRY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
ORGANIC CHEMISTRY
PERFORMING OPERATIONS
PERFUMES
PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
PRODUCING (PRESSING, EXTRACTION), REFINING AND PRESERVINGFATS, FATTY SUBSTANCES (e.g. LANOLIN), FATTY OILS AND WAXES,INCLUDING EXTRACTION FROM WASTE MATERIALS
SPECIFIC USE OF COSMETICS OR SIMILAR TOILETPREPARATIONS
THEIR RELEVANT APPARATUS
TRANSPORTING
title METHOD FOR PRODUCING (-)-8 ALPHA, 13-EPOXY-14,15,16-TRINORLABUDANE
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