PROCEDE POUR LA PREPARATION DE LA 29- HYDROXY-3,11-DIMETHYL-2-NONACOSANONE
LA PRESENTE INVENTION EST RELATIVE A UN NOUVEAU PROCEDE POUR LA PREPARATION DE LA 29-HYDROXY-3,11-DIMETHYL-2-NONACOSANONE DE FORMULE GENERALE(I) CI-APRES:(CF DESSIN DANS BOPI)ON OBTIENT LE PRODUIT (1) EN FAISANT REAGIR UN 2,10-DIMETHYL-28-OCTACOSANOATE D'ALCOYLE AVEC UN TRIALCOYLSILYLMETHYL LIT...
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| creator | CSABA SZANTAY, LAJOS NOVAK, GABOR BAAN, ANDRAS DANCSO, ATTILA KIS-TAMAS ET FERENC JURAK |
| description | LA PRESENTE INVENTION EST RELATIVE A UN NOUVEAU PROCEDE POUR LA PREPARATION DE LA 29-HYDROXY-3,11-DIMETHYL-2-NONACOSANONE DE FORMULE GENERALE(I) CI-APRES:(CF DESSIN DANS BOPI)ON OBTIENT LE PRODUIT (1) EN FAISANT REAGIR UN 2,10-DIMETHYL-28-OCTACOSANOATE D'ALCOYLE AVEC UN TRIALCOYLSILYLMETHYL LITHIUM POUR OBTENIR UN INTERMEDIAIRE DE FORMULE GENERALE (III) CI-APRES:(CF DESSIN DANS BOPI)PUIS EN TRAITANT CE PRODUIT INTERMEDIAIRE AVEC UN ACIDE.APPLICATION EN TANT QUE PHEROMONES.
The compound of the formula /I/ is prepared by a./ reacting an alkyl /2,10-dimethyl-28-octacosanoate/ of the formula /II/, wherein R represents a C1-5 alkyl group and Y stands for a tetrahydropyranyl or a 2-ethoxyethyl group, with a trialkylsilylmethyl lithium in an ether-type solvent, reacting the thus-obtained intermediate of the general formula /III/, wherein R1, R2 and R3 each represent a C1-4 alkyl group with an aliphatic alcohol, treating the compound of the general formula /IV/ thus obtained, wherein Y is as defined above, with an acid; or b./ reacting an alkyl /2,10-dimethyl-28-octacosanoate/ of the general formula /II/ with a solution of methylsulfinylmethyde in dimethylsulfoxide in an ether-type solvent, treating the compound thus obtained with a reducing agent, e.g. aluminium amalgam, treating the thus-obtained compound of the general formula /IV/ with an acid, and separating the compound of the formula /I/ thus obtained from the reaction mixture. The compound of the formula /I/ produces a strong stimulating reaction on male German cockroach /Blattella Germanica/. Compounds of formula (II) are novel. |
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The compound of the formula /I/ is prepared by a./ reacting an alkyl /2,10-dimethyl-28-octacosanoate/ of the formula /II/, wherein R represents a C1-5 alkyl group and Y stands for a tetrahydropyranyl or a 2-ethoxyethyl group, with a trialkylsilylmethyl lithium in an ether-type solvent, reacting the thus-obtained intermediate of the general formula /III/, wherein R1, R2 and R3 each represent a C1-4 alkyl group with an aliphatic alcohol, treating the compound of the general formula /IV/ thus obtained, wherein Y is as defined above, with an acid; or b./ reacting an alkyl /2,10-dimethyl-28-octacosanoate/ of the general formula /II/ with a solution of methylsulfinylmethyde in dimethylsulfoxide in an ether-type solvent, treating the compound thus obtained with a reducing agent, e.g. aluminium amalgam, treating the thus-obtained compound of the general formula /IV/ with an acid, and separating the compound of the formula /I/ thus obtained from the reaction mixture. The compound of the formula /I/ produces a strong stimulating reaction on male German cockroach /Blattella Germanica/. Compounds of formula (II) are novel.</description><edition>4</edition><language>fre</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM ; CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>1985</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=19850104&DB=EPODOC&CC=FR&NR=2548178A1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76290</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19850104&DB=EPODOC&CC=FR&NR=2548178A1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>CSABA SZANTAY, LAJOS NOVAK, GABOR BAAN, ANDRAS DANCSO, ATTILA KIS-TAMAS ET FERENC JURAK</creatorcontrib><title>PROCEDE POUR LA PREPARATION DE LA 29- HYDROXY-3,11-DIMETHYL-2-NONACOSANONE</title><description>LA PRESENTE INVENTION EST RELATIVE A UN NOUVEAU PROCEDE POUR LA PREPARATION DE LA 29-HYDROXY-3,11-DIMETHYL-2-NONACOSANONE DE FORMULE GENERALE(I) CI-APRES:(CF DESSIN DANS BOPI)ON OBTIENT LE PRODUIT (1) EN FAISANT REAGIR UN 2,10-DIMETHYL-28-OCTACOSANOATE D'ALCOYLE AVEC UN TRIALCOYLSILYLMETHYL LITHIUM POUR OBTENIR UN INTERMEDIAIRE DE FORMULE GENERALE (III) CI-APRES:(CF DESSIN DANS BOPI)PUIS EN TRAITANT CE PRODUIT INTERMEDIAIRE AVEC UN ACIDE.APPLICATION EN TANT QUE PHEROMONES.
The compound of the formula /I/ is prepared by a./ reacting an alkyl /2,10-dimethyl-28-octacosanoate/ of the formula /II/, wherein R represents a C1-5 alkyl group and Y stands for a tetrahydropyranyl or a 2-ethoxyethyl group, with a trialkylsilylmethyl lithium in an ether-type solvent, reacting the thus-obtained intermediate of the general formula /III/, wherein R1, R2 and R3 each represent a C1-4 alkyl group with an aliphatic alcohol, treating the compound of the general formula /IV/ thus obtained, wherein Y is as defined above, with an acid; or b./ reacting an alkyl /2,10-dimethyl-28-octacosanoate/ of the general formula /II/ with a solution of methylsulfinylmethyde in dimethylsulfoxide in an ether-type solvent, treating the compound thus obtained with a reducing agent, e.g. aluminium amalgam, treating the thus-obtained compound of the general formula /IV/ with an acid, and separating the compound of the formula /I/ thus obtained from the reaction mixture. The compound of the formula /I/ produces a strong stimulating reaction on male German cockroach /Blattella Germanica/. Compounds of formula (II) are novel.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM</subject><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1985</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZPAKCPJ3dnVxVQjwDw1S8HFUCAhyDXAMcgzx9PdTAAoDRYwsdRU8Il2C_CMidY11DA11XTx9XUM8In10jXT9_P0cnf2DHYG0Kw8Da1piTnEqL5TmZlBwcw1x9tBNLciPTy0uSExOzUstiXcLMjI1sTA0t3A0NCZCCQCnyyxN</recordid><startdate>19850104</startdate><enddate>19850104</enddate><creator>CSABA SZANTAY, LAJOS NOVAK, GABOR BAAN, ANDRAS DANCSO, ATTILA KIS-TAMAS ET FERENC JURAK</creator><scope>EVB</scope></search><sort><creationdate>19850104</creationdate><title>PROCEDE POUR LA PREPARATION DE LA 29- HYDROXY-3,11-DIMETHYL-2-NONACOSANONE</title><author>CSABA SZANTAY, LAJOS NOVAK, GABOR BAAN, ANDRAS DANCSO, ATTILA KIS-TAMAS ET FERENC JURAK</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_FR2548178A13</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>fre</language><creationdate>1985</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM</topic><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>CSABA SZANTAY, LAJOS NOVAK, GABOR BAAN, ANDRAS DANCSO, ATTILA KIS-TAMAS ET FERENC JURAK</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>CSABA SZANTAY, LAJOS NOVAK, GABOR BAAN, ANDRAS DANCSO, ATTILA KIS-TAMAS ET FERENC JURAK</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>PROCEDE POUR LA PREPARATION DE LA 29- HYDROXY-3,11-DIMETHYL-2-NONACOSANONE</title><date>1985-01-04</date><risdate>1985</risdate><abstract>LA PRESENTE INVENTION EST RELATIVE A UN NOUVEAU PROCEDE POUR LA PREPARATION DE LA 29-HYDROXY-3,11-DIMETHYL-2-NONACOSANONE DE FORMULE GENERALE(I) CI-APRES:(CF DESSIN DANS BOPI)ON OBTIENT LE PRODUIT (1) EN FAISANT REAGIR UN 2,10-DIMETHYL-28-OCTACOSANOATE D'ALCOYLE AVEC UN TRIALCOYLSILYLMETHYL LITHIUM POUR OBTENIR UN INTERMEDIAIRE DE FORMULE GENERALE (III) CI-APRES:(CF DESSIN DANS BOPI)PUIS EN TRAITANT CE PRODUIT INTERMEDIAIRE AVEC UN ACIDE.APPLICATION EN TANT QUE PHEROMONES.
The compound of the formula /I/ is prepared by a./ reacting an alkyl /2,10-dimethyl-28-octacosanoate/ of the formula /II/, wherein R represents a C1-5 alkyl group and Y stands for a tetrahydropyranyl or a 2-ethoxyethyl group, with a trialkylsilylmethyl lithium in an ether-type solvent, reacting the thus-obtained intermediate of the general formula /III/, wherein R1, R2 and R3 each represent a C1-4 alkyl group with an aliphatic alcohol, treating the compound of the general formula /IV/ thus obtained, wherein Y is as defined above, with an acid; or b./ reacting an alkyl /2,10-dimethyl-28-octacosanoate/ of the general formula /II/ with a solution of methylsulfinylmethyde in dimethylsulfoxide in an ether-type solvent, treating the compound thus obtained with a reducing agent, e.g. aluminium amalgam, treating the thus-obtained compound of the general formula /IV/ with an acid, and separating the compound of the formula /I/ thus obtained from the reaction mixture. The compound of the formula /I/ produces a strong stimulating reaction on male German cockroach /Blattella Germanica/. Compounds of formula (II) are novel.</abstract><edition>4</edition><oa>free_for_read</oa></addata></record> |
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| subjects | ACYCLIC OR CARBOCYCLIC COMPOUNDS ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM CHEMISTRY HETEROCYCLIC COMPOUNDS METALLURGY ORGANIC CHEMISTRY |
| title | PROCEDE POUR LA PREPARATION DE LA 29- HYDROXY-3,11-DIMETHYL-2-NONACOSANONE |
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