农药学学报
農藥學學報
농약학학보
CHINESE JOURNAL OF PESTICIDE SCIENCE
2010年
1期
90-92
,共3页
1,12-十二碳二醇%Wittig反应%性信息素%合成%构型转化
1,12-十二碳二醇%Wittig反應%性信息素%閤成%構型轉化
1,12-십이탄이순%Wittig반응%성신식소%합성%구형전화
1,12-dodecanediol%Wittig reaction%sex pheromone%synthesis%configuration transformation
从价廉的1,12-十二碳二醇出发,经单边酯化和Wittig反应,以45%的总收率合成了亚洲玉米螟性信息素的(Z/E)-12-十四碳烯醇乙酸酯,顺反比为90/10.将所得化合物经构型转化,得顺反比为25/75的(Z/E)-12-十四碳烯醇乙酸酯,产物结构经核磁共振光谱和质谱数据确证.
從價廉的1,12-十二碳二醇齣髮,經單邊酯化和Wittig反應,以45%的總收率閤成瞭亞洲玉米螟性信息素的(Z/E)-12-十四碳烯醇乙痠酯,順反比為90/10.將所得化閤物經構型轉化,得順反比為25/75的(Z/E)-12-十四碳烯醇乙痠酯,產物結構經覈磁共振光譜和質譜數據確證.
종개렴적1,12-십이탄이순출발,경단변지화화Wittig반응,이45%적총수솔합성료아주옥미명성신식소적(Z/E)-12-십사탄희순을산지,순반비위90/10.장소득화합물경구형전화,득순반비위25/75적(Z/E)-12-십사탄희순을산지,산물결구경핵자공진광보화질보수거학증.
The sex pheromone of Asian corn borer Z/E-12-tetradecene-i-ol acetates has been easily synthesized in an overall yield of 45% starting from the commercially available 1,12-dodecanediol through mono-esterification and Wittig reaction, the ratio ( Z/E) is 90/10. Configuration transformation of high ratio (Z/E = 90/10) compound with sodium nitrite and nitric acid resulted in the production of low ratio (Z/E =25/75) compound. The products were confirmed by 'H NMR and MS spectra.
