THE PREPARATION, INTERMEDIATES FOR THE PREPARATION AND THE USE OF A MIXTURE OF DODECADIENOL ISOMERS

摘要

A process is disclosed for preparing a mixture of 8E,10E-dodecadienol (Ia), 8E,10Z-dodecadienol (Ib), 8Z,10E-dodecadie- nol (Ic) and 8Z,10Z-dodecadienol (Id), H3C-CH=CH-CH=CH-(CH2)6-CH2-OH, (8E,10 E = Ia), (8E,10Z = Ib), (8Z,10E = Ic), (8Z,10Z = Id) from 1,8-octandiol (II) which is transformed by a halogenating agent into (III): Hal- CH2-(CH2)6-CH2-OH, (III) is then reacted with (IV): H2C = CH-O-R, producing (V): Hal-CH2-(CH2)6-CH2-O- CH(CH3)-OR, which is transformed in the presence of magnesium with crotonaldehyde into (VI): H3C-CH = CH- CH(OH)-(CH2)8-O-CH(CH3)-OR. The alcohol protective group is split off from (VI) in the presence of an acid, at the same time as the hydroxyl function is eliminated. Also disclosed are intermediate s for this process, and a process for fighting the fruit surface eating tortrix moth Cydia pomonella with this mixture accordin g to the mating interruption method.