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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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. The zinc dihalide is used in an amount of approximately 1-2 moles per mole of the compound of formula II.</description><edition>6</edition><language>eng</language><subject>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</subject><creationdate>1996</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19960409&DB=EPODOC&CC=JP&NR=H0892237A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76289</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19960409&DB=EPODOC&CC=JP&NR=H0892237A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>KAWANOBE TSUNEO</creatorcontrib><creatorcontrib>TAKAZAWA OSAMU</creatorcontrib><title>METHOD FOR PRODUCING (-)-8 ALPHA, 13-EPOXY-14,15,16-TRINORLABUDANE</title><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.</description><subject>ANIMAL AND VEGETABLE OILS, FATS, FATTY SUBSTANCES AND WAXES</subject><subject>APPARATUS THEREFOR</subject><subject>CANDLES</subject><subject>CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY</subject><subject>CHEMISTRY</subject><subject>DETERGENTS</subject><subject>ESSENTIAL OILS</subject><subject>FATTY ACIDS THEREFROM</subject><subject>GENERAL METHODS OF ORGANIC CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HUMAN NECESSITIES</subject><subject>HYGIENE</subject><subject>MEDICAL OR VETERINARY SCIENCE</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>PERFORMING OPERATIONS</subject><subject>PERFUMES</subject><subject>PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL</subject><subject>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><subject>PRODUCING (PRESSING, EXTRACTION), REFINING AND PRESERVINGFATS, FATTY SUBSTANCES (e.g. LANOLIN), FATTY OILS AND WAXES,INCLUDING EXTRACTION FROM WASTE MATERIALS</subject><subject>SPECIFIC USE OF COSMETICS OR SIMILAR TOILETPREPARATIONS</subject><subject>THEIR RELEVANT APPARATUS</subject><subject>TRANSPORTING</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1996</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZHDydQ3x8HdRcPMPUggI8ncJdfb0c1fQ0NXUtVBw9AnwcNRRMDTWdQ3wj4jUNTTRMTTVMTTTDQny9PMP8nF0CnVx9HPlYWBNS8wpTuWF0twMCm6uIc4euqkF-fGpxQWJyal5qSXxXgEeBhaWRkbG5o7GRCgBAAJ5KZM</recordid><startdate>19960409</startdate><enddate>19960409</enddate><creator>KAWANOBE TSUNEO</creator><creator>TAKAZAWA OSAMU</creator><scope>EVB</scope></search><sort><creationdate>19960409</creationdate><title>METHOD FOR PRODUCING (-)-8 ALPHA, 13-EPOXY-14,15,16-TRINORLABUDANE</title><author>KAWANOBE TSUNEO ; TAKAZAWA OSAMU</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_JPH0892237A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1996</creationdate><topic>ANIMAL AND VEGETABLE OILS, FATS, FATTY SUBSTANCES AND WAXES</topic><topic>APPARATUS THEREFOR</topic><topic>CANDLES</topic><topic>CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY</topic><topic>CHEMISTRY</topic><topic>DETERGENTS</topic><topic>ESSENTIAL OILS</topic><topic>FATTY ACIDS THEREFROM</topic><topic>GENERAL METHODS OF ORGANIC CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>HUMAN NECESSITIES</topic><topic>HYGIENE</topic><topic>MEDICAL OR VETERINARY SCIENCE</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><topic>PERFORMING OPERATIONS</topic><topic>PERFUMES</topic><topic>PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL</topic><topic>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</topic><topic>PRODUCING (PRESSING, EXTRACTION), REFINING AND PRESERVINGFATS, FATTY SUBSTANCES (e.g. LANOLIN), FATTY OILS AND WAXES,INCLUDING EXTRACTION FROM WASTE MATERIALS</topic><topic>SPECIFIC USE OF COSMETICS OR SIMILAR TOILETPREPARATIONS</topic><topic>THEIR RELEVANT APPARATUS</topic><topic>TRANSPORTING</topic><toplevel>online_resources</toplevel><creatorcontrib>KAWANOBE TSUNEO</creatorcontrib><creatorcontrib>TAKAZAWA OSAMU</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>KAWANOBE TSUNEO</au><au>TAKAZAWA OSAMU</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>METHOD FOR PRODUCING (-)-8 ALPHA, 13-EPOXY-14,15,16-TRINORLABUDANE</title><date>1996-04-09</date><risdate>1996</risdate><abstract>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.</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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