碱性水溶液中单6-氧-对甲苯磺酰-β-环糊精酯的非均相合成  

Heterogeneous Synthesis of Mono 6-Deoxytosyl-β-cyclodextrin in Alkaline

作　　者：王用良[1,2] 冯茹森[1,2] 郭拥军[1,2] 吕鑫 

机构地区：[1]西南石油大学化学化工学院,成都610500 [2]油气藏地质及开发工程国家重点实验室,成都610500 [3]中海石油研究中心技术研究部

出　　处：《应用化学》2011年第11期1269-1273,共5页Chinese Journal of Applied Chemistry

基　　金：国家科技重大专项(2008ZX05024)资助项目

摘　　要：不引入有机溶剂,低温下将对甲苯磺酰氯与β-环糊精在NaOH水溶液中进行非均相反应,得到了单6-氧-对甲苯磺酰-β-环糊精酯(6-OTs-β-CD)。借助1 H NMR谱证实了环糊精单磺酰化机理。考察了产物的水解因素,研究了反应条件对产率的影响。实验结果表明,投料摩尔比n(CD):n(TsCl)=4:1,碱液浓度0.75 mol/L,反应物质量分数4.7%,反应温度0℃,反应5 h时,6位单酯化收率为43.4%。Employing heterogeneous reaction,6-deoxy-tosyl-β-cyclodextrin（6-OTs-β-CD） was prepared by the reaction of β-CD with p-toluenesulfonyl chloride at low temperature in sodium hydroxide aqueous solution.The compound has been characterized by means of UV-Vis,IR,1H NMR and 13C NMR spectroscopies.The mechanism of cyclodextrin mono tosylation was confirmed by 1H NMR.The effect of hydrolysis factors on product and the influence of reaction conditions on the yield were investigated.Under optimal reaction conditions molar ratio of reactant n（TsCl）∶n（CD）=4∶1,alkali concentration 0.75 mol/L,mass fraction of reactants 4.7%,reaction temperature 0 ℃ and reaction time 5 h,a yield of 43.4% can be obtained.

关 键 词：非均相 氧-对甲苯磺酰基-β-环糊精 Β-环糊精 对甲苯磺酰氯 

分 类 号：O629.1[理学—有机化学]