agent of sexual attraction to ba if aceta or trasn 7 cis 9 dodecadien the ile for the tignola european vine preparation procedure and method of use

摘要

1437927 Dodecadienyl acetate RESEARCH CORP 30 Aug 1974 [31 Aug 1973] 37985/74 Heading C2C [Also in Division A5] Dodeca - 7,9 - dien - 1 - yl acetate, in particular trans - 7 - cis - 9 - dodeca - dien - 1 - yl acetate, used as an insect attractant in control methods, is prepared in a sequency of steps by reducing the trans 7-cis trans-9-dodecanoic acid with an organo metallic reducing agent to the alcohol which is then acetylated, and the mixture separated chromatographically. A process is described in which suberic acid is esterified, e.g. with methanol, converted to alkyl-7-bromoheptanoate which is oxidized with a mild base, e.g. pyridine-N-oxide to alkyl 7-oxoheptanoate, which is reacted with diethyl-2-(cyclohexyl imino) ethane phosphonate in the presence of sodium hydride in tetrahydrofuran to yield alkyl 9-oxo-oct-7-enoate which is reacted with propyltriphenylphosphonium bromide followed by saponification to the trans-7-cis,trans-9- dodeca-dienoic acid. The acid is then reduced, e.g. with lithium aluminium hydride or sodium dihydro-bis-(2-methoxy ethoxy) aluminate to the alcohol and acetylated. The compounds are used as insect, e.g. Lobesia botrana attractants in insect control methods.