论文部分内容阅读
自从1973年Hummel等鉴定了红铃虫性信息素为(Z、Z)及(Z、E)-7,11-十六碳二烯-1-醇醋酸酯(1和2)的两种异构体(1:1)的混合物以来,许多化学工作者相继合成了该性信息素。迄今报道的合成方法已有七种之多,其中Mori的以Grignard偶合反应为关键性一步的合成方法,各步得率均佳,且原料易得。我们为了适应综合防治棉红铃虫的需要,选择了Mori的方法进行合成,并对某些反应在反应条件上作了一定的改进,获得了较好的结果。我们在2-庚炔1-溴(6)和溴丙炔(3)生成1,5-癸二炔(7)及反-2-庚烯-1-溴(11)和溴丙炔(3)生成反-5-烯-1-癸炔(12)的Grignard反应中,先以无水乙醚为溶剂制备丙炔镁
Since 1973, Hummel and other identified the pink bollworm sex pheromone as (Z, Z) and (Z, E) -7,11-hexadecadien-1-ol acetate (1 and 2) Since the mixture of the structure (1: 1), many chemists have successively synthesized this sex pheromone. So far, seven synthetic methods have been reported. Among them, Mori’s Grignard coupling reaction is a key one-step synthesis method. The yield of each step is good, and the raw materials are readily available. In order to meet the need of comprehensive control of Helicoverpa armigera, we chose Mori’s method for synthesis, and made some improvements on the reaction conditions of some reactions, and obtained better results. We generated 1,5-decadiyne (7) and trans-2-heptene-1-bromo (11) and bromopropyne In the Grignard reaction for the formation of trans-5-ene-1-decyne (12), propyne magnesium is first prepared using anhydrous ether as a solvent