Process for preparing amitinol

Zur Herstellung des Pheromons Amitinol (E-2-Methyl-6-methylen-3,7-octadien-2-ol) wird aus der entsprechenden Verbindung mit geschützter OH-Gruppe die Schutzgruppe abgespalten. 1. Process for the preparation of E-2-methyl-6-methylene-3,7-octadien-2-ol, characterised in that a sulphenyl chloride R1 SC...

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description Zur Herstellung des Pheromons Amitinol (E-2-Methyl-6-methylen-3,7-octadien-2-ol) wird aus der entsprechenden Verbindung mit geschützter OH-Gruppe die Schutzgruppe abgespalten. 1. Process for the preparation of E-2-methyl-6-methylene-3,7-octadien-2-ol, characterised in that a sulphenyl chloride R1 SCl wherein R1 represents an optionally substituted alkyl or phenyl group is added to myrcene, and then in the resulting compound of formula see diagramm : EP0039889,P5,F3 the chlorine is replaced in the usual way by the group OR2 wherein R2 represents an acyl group, a sulphonic acid group, a tetrahydropyranyl or methoxy-tetrahydropyranyl group, a triarylmethyl or a silyl group, then the sulphur is oxidised with conventional oxidising agents so as to produce a compound of general formula see diagramm : EP0039889,P5,F4 (wherein n=1 or 2), from which R1 SOn H is eliminated by conventional methods and the group R2 is split off from the resulting compound of formula see diagramm : EP0039889,P5,F5 in exchange for hydrogen, using acidic, basis or neutral agents.
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Process for the preparation of E-2-methyl-6-methylene-3,7-octadien-2-ol, characterised in that a sulphenyl chloride R1 SCl wherein R1 represents an optionally substituted alkyl or phenyl group is added to myrcene, and then in the resulting compound of formula see diagramm : EP0039889,P5,F3 the chlorine is replaced in the usual way by the group OR2 wherein R2 represents an acyl group, a sulphonic acid group, a tetrahydropyranyl or methoxy-tetrahydropyranyl group, a triarylmethyl or a silyl group, then the sulphur is oxidised with conventional oxidising agents so as to produce a compound of general formula see diagramm : EP0039889,P5,F4 (wherein n=1 or 2), from which R1 SOn H is eliminated by conventional methods and the group R2 is split off from the resulting compound of formula see diagramm : EP0039889,P5,F5 in exchange for hydrogen, using acidic, basis or neutral agents.</description><language>eng ; fre ; ger</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; AGRICULTURE ; ANIMAL HUSBANDRY ; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES ; CHEMISTRY ; FISHING ; FORESTRY ; HUMAN NECESSITIES ; HUNTING ; METALLURGY ; ORGANIC CHEMISTRY ; PEST REPELLANTS OR ATTRACTANTS ; PLANT GROWTH REGULATORS ; PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF ; TRAPPING</subject><creationdate>1981</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&amp;date=19811118&amp;DB=EPODOC&amp;CC=EP&amp;NR=0039889A1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25543,76293</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19811118&amp;DB=EPODOC&amp;CC=EP&amp;NR=0039889A1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>MENGEL, RUDOLF</creatorcontrib><title>Process for preparing amitinol</title><description>Zur Herstellung des Pheromons Amitinol (E-2-Methyl-6-methylen-3,7-octadien-2-ol) wird aus der entsprechenden Verbindung mit geschützter OH-Gruppe die Schutzgruppe abgespalten. 1. 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Process for the preparation of E-2-methyl-6-methylene-3,7-octadien-2-ol, characterised in that a sulphenyl chloride R1 SCl wherein R1 represents an optionally substituted alkyl or phenyl group is added to myrcene, and then in the resulting compound of formula see diagramm : EP0039889,P5,F3 the chlorine is replaced in the usual way by the group OR2 wherein R2 represents an acyl group, a sulphonic acid group, a tetrahydropyranyl or methoxy-tetrahydropyranyl group, a triarylmethyl or a silyl group, then the sulphur is oxidised with conventional oxidising agents so as to produce a compound of general formula see diagramm : EP0039889,P5,F4 (wherein n=1 or 2), from which R1 SOn H is eliminated by conventional methods and the group R2 is split off from the resulting compound of formula see diagramm : EP0039889,P5,F5 in exchange for hydrogen, using acidic, basis or neutral agents.</abstract><oa>free_for_read</oa></addata></record>
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language eng ; fre ; ger
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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
AGRICULTURE
ANIMAL HUSBANDRY
BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES
CHEMISTRY
FISHING
FORESTRY
HUMAN NECESSITIES
HUNTING
METALLURGY
ORGANIC CHEMISTRY
PEST REPELLANTS OR ATTRACTANTS
PLANT GROWTH REGULATORS
PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF
TRAPPING
title Process for preparing amitinol
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