摘要 |
1315682 Alkenyl esters and amides ZOECON CORP 27 July 1970 [2 Sept 1969] 36192/70 Heading C2C [Also in Division C5] The invention comprises compounds of the Formula I where m is an integer of one to six, n is an integer of 2 to 6, R<SP>2</SP> is a hydrogen atom or an alkyl radical R<SP>1</SP> and R<SP>3</SP>-R<SP>6</SP> are each alkyl radicals, R<SP>7</SP> is the group -COOR<SP>9</SP> or -CONR<SP>10</SP>R<SP>11</SP> where R<SP>9</SP> is a hydrogen atom or an alkyl, cycloalkyl, aralkyl or metal radical and each of R<SP>10</SP> and R<SP>11</SP> is a hydrogen atom or an alkyl, cycloalkyl, hydroxyalkyl, alkoxyalkyl, alkenyl or phenyl radical or together with the nitrogen atom to which they are attached form a pyrrolidine, morpholine, piperidine, piperazine or 4-alkylpiperazine radical, provided that when R<SP>7</SP> is -COOR<SP>9</SP> and R<SP>2</SP> is H, at least one of R<SP>4</SP>, R<SP>5</SP> and R<SP>6</SP> is alkyl of at least two carbon atoms. These compounds and others of the above formula wherein R<SP>7</SP> is not limited by the stated proviso may be prepared by reacting a compound of Formula II with an acetylenic ester or amide of formula R<SP>1</SP>C#C-R<SP>7</SP>. 1 - Bromo - 4 - ethyl - 4,7,7 - trimethyloctane is prepared by reacting phosphorus tribromide with 4 - ethyl - 4,7,7 - trimethyl - octan - 1 - ol which is prepared by reacting 3-chloro-3,6,6-trimethylheptane (II) with 3-bromo-1-(t-butoxy)- propane which is prepared from 3-bromopropanol and isobutene. II is prepared by reacting hydrochloric acid with 3,6,6-trimethylheptan-3-ol which is prepared from ethyl magnesium bromide and 5,5-dimethyl hexan-2-one which is prepared by dichromate oxidation of 5,5-dimethylhexan-2-ol which is prepared from methylmagnesium bromide and 4,4-dimethylpentan-1-al which is prepared from t-butyl chloride and acrolein diethyl acetyl. The methyl, ethyl and tetrahydropyran-2-yl esters of 3,7,7,11,11 - pentamethyldodec - 2 - en- 1-ol (III) are prepared by reacting the alcohol with diazomethane diazoethane and 2-chlorotetrahydropyran. III is prepared by reacting methyl 3,7,7,11,11- pentamethyldodec-2-enoate (I) with lithium aluminium hydride. Compounds I have pesticidal activity and may be used as such or in compositions together with an inert carrier and optionally an insect attractant. |