广谱杀螨剂克螨特的合成研究

A Convenient Synthesis of Acaricide Propargite

以对叔丁基苯酚为原料,首先对叔丁基苯酚与环氧环己烷在自制的催化剂(固体超强碱)存在的条件下通过开环反应,制得2-(4-叔丁基苯氧基)环己醇。其后冷却至15℃左右,进行两步亚硫酰氯衍生物的醇解、中和得原药克螨特。中间体及克螨特样品进行了核磁共振及红外光谱分析,确证化学结构无误,质量与国外样品基本一致。考察了投料方式、反应时间对收率的影响,得到适宜的工艺条件为:在120～126℃下,向对叔丁基苯酚中滴加环氧环己烷制备2-(4-叔丁基苯氧基)环己醇,而后向氯化亚砜中滴入此产物,最后向丙炔醇中加入上步反应产物以制备目标产物克螨特。经验证,产物总收率大于82%(以对叔丁基苯酚计),产品纯度大于98%。

2-（4-tert-butyl-phenoxy） cyclohexanol was synthesized through the reaction of 4-tert-butylphenol with epoxycyclohexane in the presence of catalyst,and through two steps of thionyl chloride derivatives alcoholysis,neutralization to produce propargite under condition of 15 ℃. 1NMR and IR were performed to determine the structure of intermediates and final product. The results show that the analytical sample is identical to authentic,and the chemical structure and the quality of this compound agreed with those of imported samples. Factors influencing the reaction yield were studied,such as feeding mode and reactions times. The optimum technical condition：2-（4-tert-butyl-phenoxy） cyclohexanol is prepared from 4-tert-butylphenol and epoxycyclohexane and then thionyl chloride derivatives alcoholysis chlorinated sulfoxides to get intermediates. Intermediates reacted with propargyl alcohol in the presence of toluene to obtain the target material of 2-（4-tert-butyl-phenoxy） cyclohexanol. The total yield can be reach to 82% （based on 4-tert-butyl-phenol） and the purity is 98%.