Employing heterogeneous reaction, 6-deoxy-tosyl-β-cyclodextrin(6-Ots-/3-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 °C and reaction time 5 h, a yield of 43. 4% can be obtained.%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1H 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5h时,6位单酯化收率为43.4%.
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