摘要 |
NEW MATERIAL:10-Hexadecenal expressed by formulaI. USE:A sexual attractant for Dichocrocis punctiferalis, preferably in a mixture of the trans-and the cis-isomers at a ratio of (97:3)-(8:2), particularly most efficiently at a ratio of (9:1). PROCESS:Propargyl alcohol as a raw material is converted into a tetrahydropyranyl (THP) ether of 2-dodecyn-1-ol, which is then converted into THP ether of 10-dodecyn-1-ol. The resultant compound is then reacted with 1-bromooctane in the presence of n-butyl lithium to give THP ether of 10-hexadecyn-1-ol expressed by formula II, which is then reduced by the Birch method to afford the trans- isomer or catalytically reduced to give the cis-isomer. The protecting groups of the pyranyl groups are then removed to give an alcohol, which is oxidized with pyridinium chlorochromate (PCC) in methylene chloride, etc. to afford the compound of the trans- and the cis-isomers expressed by formulaI. |