氟咯草酮的合成工艺改进  

Process improvement on the synthesis of fluorochloridone

作　　者：奉强 常波 王小静 蔡祥月 岳宗强 张小玲[2] FENG Qiang;CHANG Bo;WANG Xiao-jing;CAI Xiang-yue;YUE Zong-qiang;ZHANG Xiao-ling(College of Chemistry and Life Science,Chengdu Normal University,Chengdu 611130,China;Sichuan Provincial Key Laboratory for Structural Optimization and Application of Functional Molecules,Chengdu Normal University,Chengdu 611130,China)

机构地区：[1]成都师范学院化学与生命科学学院,四川成都611130 [2]成都师范学院功能分子结构优化与应用四川省高校重点实验室,四川成都611130

出　　处：《化学研究与应用》2021年第8期1608-1613,共6页Chemical Research and Application

基　　金：四川省大学生创新创业训练计划项目(S202014389175)资助;四川省科技厅应用基础研究项目(2020YFS0311)资助。

摘　　要：以间三氟甲基苯胺为原料,与二氯乙酰氯反应制得N-间三氟甲基二氯乙酰胺(2);在碱性条件和相转移催化剂催化下化合物2与烯丙基氯发生反应得N-烯丙基-N-间三氟甲基二氯乙酰胺(3);化合物3在含金属-配体络合物催化下经分子内环化反应合成氟咯草酮(1)。经过工艺优化,本路线以78%收率得到纯度96.3%的化合物1,其结构经1H NMR,13C NMR和HR-MS(ESI)确证。A new method for synthesizing fluorochloridone(1)was reported.2,2-Dichloro-N-(3-(trifluoromethyl)phenyl)acetamide(2)was synthesized from 3-(trifluoromethyl)aniline and 2,2-dichloroacetyl chloride by acylation.Then N-allyl-2,2-dichloro-N-(3-(trifluoromethyl)phenyl)acetamide(3)was synthesized by N-allylation of 2 with allyl chloride under alkaline conditions and phase transfer catalyst catalysis.Finally,1 was obtained by the catalytic intramolecular cyclization of 3.The purity of 1 was 96.3%in 78%yield under the optimum reaction conditions and the structure was confirmed by 1H NMR,13 C NMR and HR-MS(ESI).

关 键 词：氟咯草酮 烯丙基氯 相转移催化剂 合成 工艺改进 

分 类 号：O626.13[理学—有机化学]