三乙烯二胺催化合成α-羟基膦酸二乙酯  

Synthesis of diethylα-hydroxyphosphonates catalyzed by triethylenediamine

作　　者：杜漠 赵梅梅 高艳蓉 仝红娟 DU Mo;ZHAO Mei-mei;GAO Yan-rong;TONG Hong-juan(School of Pharmacy,Shaanxi Institute of International Trade&Commerce,Xianyang 712046,China;Xianyang Key Laboratory of Molecular Imaging and Drug Synthesis,Xianyang 712046,China)

机构地区：[1]陕西国际商贸学院医药学院,陕西咸阳712046 [2]咸阳市分子影像与药物合成重点实验室,陕西咸阳712046

出　　处：《化学工程师》2022年第11期19-22,共4页Chemical Engineer

基　　金：陕西省大学生创新创业训练计划资助项目(S202013123049);陕西国际商贸学院校级资助项目(SMXY202123);咸阳市分子影像与药物合成重点实验室项目(2021QXNL-PT-0008)。

摘　　要：本文报道了以亚磷酸二乙酯为原料,分别和6种芳香醛在三乙烯二胺(DABCO)的作用下发生Pudovik反应,合成6种芳基取代的α-羟基膦酸二乙酯的工艺。产物结构经~1H NMR和MS表征。并以2-溴-5-氟苯甲醛(2a)与亚磷酸二乙酯合成(2-溴-5-氟苯基)(羟甲基)膦酸二乙酯(1a)的反应为模型,考察影响产物收率的主要因素,确定最佳反应条件为:物料比为n(亚磷酸二乙酯))∶n(2-溴-5-氟苯甲醛))=1.2∶1;反应溶剂为四氢呋喃;室温反应2h。Six kinds of aryl substituted diethylα-hydroxyphosphonate were synthesized by the Pudovik reaction of diethyl phosphite with six aromatic aldehydes respectively.The target compounds were obtained in the presence of triethylenediamine(DABCO)as catalyst.The structure of products were characterized by~1H NMR and MS Then,taking the reaction of 2-bromo-5-fluorobenzaldehyde(2a)and diethyl phosphite for the synthesis of diethyl((2-bromo-5-fluorophenyl)(hydroxy)methyl)phosphonate(1a)as the model,the main factors affecting the yield of the product were investigated,and the optimal reaction conditions were determined as follows:material ration∶n=1.2∶1;The solvent is THF;Reaction at room temperature for 2h.

关 键 词：α-羟基膦酸酯 氢膦酰化反应 Pudovik反应 合成工艺 

分 类 号：TQ463[化学工程—制药化工]