Vinyl-cyclopropane carboxylate(s) prodn. - by treating halo-cyclo:butanone(s) with alkoxide, useful as insecticides and acaricides
Process for preparing cyclopropane carboxylates of formula (I) comprises reacting alpha-halocyclobutanones of formulae (II) or (V) with an alkoxide MOR8, opt. in a diluent. R1-3 are H, halo, CN, opt. substd. alkyl or alkenyl, aralkyl, aryl, alkoxycarbonyl, alkylsulphonyl, arylsulphonyl, acyloxy or d...
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description | Process for preparing cyclopropane carboxylates of formula (I) comprises reacting alpha-halocyclobutanones of formulae (II) or (V) with an alkoxide MOR8, opt. in a diluent. R1-3 are H, halo, CN, opt. substd. alkyl or alkenyl, aralkyl, aryl, alkoxycarbonyl, alkylsulphonyl, arylsulphonyl, acyloxy or dialkylaminocarbonyl. R4-7 are H opt. substd. alkyl or alkenyl, halo, CN, aralkyl or aryl; or R1+R2; R2+R3; R1+R4;R4+R5;R4+7 or R5+R6 can together complete a carbocyclic ring of up to 8 ring members; R8 is the residue of an alcohol; M is equiv. of an alkali or alkaline earth metal; R12 is -CR3Hal.CHR1R2; -CHR3.C(Hal)R1R2 or -C(Hal)R3.C(Hal)R1R2).; (II) and (V) can be prepared in situ by halogenated the corresp. unhalogenated cpd. (I) are insecticides and acaricides for use in agriculture, protection of stored good and hygienic applications; or intermediates for other insecticides. Process uses readily available starting materials, is generally applicable and can provide (I) directly without isolation of intermediates. A typical cpd. is the m-phenoxybenzyl ester of 2,2-dimethyl-3-(alpha,beta,beta-trichlorovinyl)cyclopropanecarbox- ylic acid. |
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R1-3 are H, halo, CN, opt. substd. alkyl or alkenyl, aralkyl, aryl, alkoxycarbonyl, alkylsulphonyl, arylsulphonyl, acyloxy or dialkylaminocarbonyl. R4-7 are H opt. substd. alkyl or alkenyl, halo, CN, aralkyl or aryl; or R1+R2; R2+R3; R1+R4;R4+R5;R4+7 or R5+R6 can together complete a carbocyclic ring of up to 8 ring members; R8 is the residue of an alcohol; M is equiv. of an alkali or alkaline earth metal; R12 is -CR3Hal.CHR1R2; -CHR3.C(Hal)R1R2 or -C(Hal)R3.C(Hal)R1R2).; (II) and (V) can be prepared in situ by halogenated the corresp. unhalogenated cpd. (I) are insecticides and acaricides for use in agriculture, protection of stored good and hygienic applications; or intermediates for other insecticides. Process uses readily available starting materials, is generally applicable and can provide (I) directly without isolation of intermediates. A typical cpd. is the m-phenoxybenzyl ester of 2,2-dimethyl-3-(alpha,beta,beta-trichlorovinyl)cyclopropanecarbox- ylic acid.</description><edition>2</edition><language>eng ; ger</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; CHEMISTRY ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>1978</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=19780323&DB=EPODOC&CC=DE&NR=2654061A1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76547</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19780323&DB=EPODOC&CC=DE&NR=2654061A1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>HEINE,HANS-GEORG,DR</creatorcontrib><creatorcontrib>HARTMANN,WILLY,DR</creatorcontrib><title>Vinyl-cyclopropane carboxylate(s) prodn. - by treating halo-cyclo:butanone(s) with alkoxide, useful as insecticides and acaricides</title><description>Process for preparing cyclopropane carboxylates of formula (I) comprises reacting alpha-halocyclobutanones of formulae (II) or (V) with an alkoxide MOR8, opt. in a diluent. R1-3 are H, halo, CN, opt. substd. alkyl or alkenyl, aralkyl, aryl, alkoxycarbonyl, alkylsulphonyl, arylsulphonyl, acyloxy or dialkylaminocarbonyl. R4-7 are H opt. substd. alkyl or alkenyl, halo, CN, aralkyl or aryl; or R1+R2; R2+R3; R1+R4;R4+R5;R4+7 or R5+R6 can together complete a carbocyclic ring of up to 8 ring members; R8 is the residue of an alcohol; M is equiv. of an alkali or alkaline earth metal; R12 is -CR3Hal.CHR1R2; -CHR3.C(Hal)R1R2 or -C(Hal)R3.C(Hal)R1R2).; (II) and (V) can be prepared in situ by halogenated the corresp. unhalogenated cpd. (I) are insecticides and acaricides for use in agriculture, protection of stored good and hygienic applications; or intermediates for other insecticides. Process uses readily available starting materials, is generally applicable and can provide (I) directly without isolation of intermediates. A typical cpd. is the m-phenoxybenzyl ester of 2,2-dimethyl-3-(alpha,beta,beta-trichlorovinyl)cyclopropanecarbox- ylic acid.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>CHEMISTRY</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1978</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNqNjT0KwkAQhdNYiHqHKRWMGH9S2IlGPIDYhslmYhaH2SW7wWzryQ3GA1g93sf3eOPofdcSOFZBsbGNsSgECpvCdIHR09wtoMelrCCGIoBvCL2WB9TIZlgditajGPm6L-1rQH6aTpe0hNZR1TKgAy2OlNeqxw5QSsD-ZajTaFQhO5r9chLBJbudrjFZk5OzqEjI5-dsk-536zQ5Jts_lA8LWUkI</recordid><startdate>19780323</startdate><enddate>19780323</enddate><creator>HEINE,HANS-GEORG,DR</creator><creator>HARTMANN,WILLY,DR</creator><scope>EVB</scope></search><sort><creationdate>19780323</creationdate><title>Vinyl-cyclopropane carboxylate(s) prodn. - by treating halo-cyclo:butanone(s) with alkoxide, useful as insecticides and acaricides</title><author>HEINE,HANS-GEORG,DR ; HARTMANN,WILLY,DR</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_DE2654061A13</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng ; ger</language><creationdate>1978</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>CHEMISTRY</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>HEINE,HANS-GEORG,DR</creatorcontrib><creatorcontrib>HARTMANN,WILLY,DR</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>HEINE,HANS-GEORG,DR</au><au>HARTMANN,WILLY,DR</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Vinyl-cyclopropane carboxylate(s) prodn. - by treating halo-cyclo:butanone(s) with alkoxide, useful as insecticides and acaricides</title><date>1978-03-23</date><risdate>1978</risdate><abstract>Process for preparing cyclopropane carboxylates of formula (I) comprises reacting alpha-halocyclobutanones of formulae (II) or (V) with an alkoxide MOR8, opt. in a diluent. R1-3 are H, halo, CN, opt. substd. alkyl or alkenyl, aralkyl, aryl, alkoxycarbonyl, alkylsulphonyl, arylsulphonyl, acyloxy or dialkylaminocarbonyl. R4-7 are H opt. substd. alkyl or alkenyl, halo, CN, aralkyl or aryl; or R1+R2; R2+R3; R1+R4;R4+R5;R4+7 or R5+R6 can together complete a carbocyclic ring of up to 8 ring members; R8 is the residue of an alcohol; M is equiv. of an alkali or alkaline earth metal; R12 is -CR3Hal.CHR1R2; -CHR3.C(Hal)R1R2 or -C(Hal)R3.C(Hal)R1R2).; (II) and (V) can be prepared in situ by halogenated the corresp. unhalogenated cpd. (I) are insecticides and acaricides for use in agriculture, protection of stored good and hygienic applications; or intermediates for other insecticides. Process uses readily available starting materials, is generally applicable and can provide (I) directly without isolation of intermediates. A typical cpd. is the m-phenoxybenzyl ester of 2,2-dimethyl-3-(alpha,beta,beta-trichlorovinyl)cyclopropanecarbox- ylic acid.</abstract><edition>2</edition><oa>free_for_read</oa></addata></record> |
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title | Vinyl-cyclopropane carboxylate(s) prodn. - by treating halo-cyclo:butanone(s) with alkoxide, useful as insecticides and acaricides |
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