2-甲基-2-基-1-叠氮丙烷合成条件优化.docVIP

2-甲基-2-硝基-1-叠氮丙烷合成条件优化 卞林芝1 ，孙雅泉2,3* （1． 南京工业大学 化学工程学院，江苏省，南京市210000；2.盐城师范学院 药学院 ，江苏省，盐城市224007；3.江苏海洋产业研究院，江苏省，大丰 224100） 摘要：以2-甲基-2-硝基丙醇为原料，经两步反应得到2-甲基-2-硝基叠氮丙烷。产物结构经IR和NMR表征。通过对两步反应实验条件的考察，确定了以三乙胺代替吡啶为缚酸剂、三甲胺盐酸盐为催化剂，合成甲磺酸（2-甲基-2-硝基）丙酯的最优条件为：n（2-甲基-2-硝基丙醇）：n（甲磺酰氯）:n（三乙胺）：n（三甲胺盐酸盐）=1:1.2:1:0.05、二氯甲烷为溶剂，室温下反应2小时，甲磺酸（2-甲基-2-硝基）丙酯产率为93.3 %；合成2-甲基-2-硝基叠氮丙烷的最佳条件为：n（甲磺酸（2-甲基-2-硝基）丙酯）:n（叠氮化钠）=1:1.5，V（N,N-二甲基甲酰胺）：V（水）=10:1，在120 ℃下反应24 小时，2-甲基-2-硝基叠氮丙烷产率可达93.7 %。经过两步优化，高产率地获得了目标化合物2-甲基-2-硝基叠氮丙烷。 关键词：甲磺酸（2-甲基-2-硝基）丙酯；三甲胺盐酸盐；N,N-二甲基甲酰胺/水；2-甲基-2-硝基叠氮丙烷 中图分类号：TQ463+.26 文献标识码：A Study on Synthesis of 2-methyl-2-nitro-1-azido-propane BIAN Lin-zhi 1, SUN Ya-quan 2，3* (1 .College of Chemical Engineering,Nanjing University of Technology ,Nanjing 210000, Jiangsu ,China; 2 .College of Pharmacy, Yancheng Teachers University ,Yancheng 224007, Jiangsu ,China; 3. Jiangsu Marine Industry Research Institute, Dafeng 224100, Jiangsu,China) Abstract：2-Methyl-2-Nitro-1-Azidopropane was synthesized from 2-methyl-2-nitropropanol via a two-step procedure. The structure of the targeted product was confirmed by Fourier transform infrared spectroscopy(FTIR),nuclear magnetic resonance(NMR).According to the study of experimental conditions,the optimum conditions for the synthesis of 2-methyl-2-nitropropyl methanesulfonate were that using triethylamine as acid binding agent and trimethylamine hydrochloride as catalyst,the ratio of reactants is n(2-methyl-2-nitropropanol): n (MsCl): n (Et3N): n(Me3N.HCl)= 1: 1.2: 1: 0.05, dichloromethane as solvent, reaction for about 2 hours, the yield is 93.3%.And then, the optimum conditions for the synthesis of 2-methyl-2-nitroazepine were determined as follows: n(2-methyl-2-nitro-propyl methanesulfonate): n (NaN3)=1:1.5,V (DMSO):V(H2O)=10:1 ,and the reaction was carried out at 120 ℃ for 24 h.The yield can be increased from 30 % to 93.7 %. After two steps of optimization, we can obtain the target compound that was