三氯蔗糖-6-乙酯的合成工艺改进

Improvement on Synthesis of Sucralose-6-ester

以蔗糖为起始原料,经6位乙酰化先合成蔗糖-6-乙酯,再用双(三氯甲基)碳酸酯与二甲基甲酰胺构成的Vilsmeier试剂氯化制备了三氯蔗糖-6-乙酯,并通过1HNMR,13CNMR,MS,IR确定;探讨了Vilsmeier试剂参与反应的机理及可能的副反应。实验表明最佳条件为:氯代反应中,加料顺序以BTC与DMF先生成Vilsmeier试剂、再滴加蔗糖-6-乙酯溶液为好,V(DMF)/m(蔗糖-6-乙酯)=8mL/1g;酰化反应中,n(原乙酸三甲酯):n(蔗糖)=1.25:1;升温、保温方法及时间的控制是关键因素。该方法具有操作简单、环境友好、生产成本低等优点,有利于工业化生产。

Sucralose-6-ester was prepared by the reaction of acylation and chlorination with Vilsmeier reagent generated from BTC and DMF, using sucrose as the starting material. The structure of sucralose-6-ester was confirmed by 1H NMR, 13C NMR, MS and IR. The mechanism and possible reverse reaction using Vilsmeier reagent for the synthesis had been investigated. Experimental results show that the best condition for the reaction was: using BTC and DMF to generate Vilsmeier reagent firstly, and then add sucrose-6-ester solution, V(DMF)/m(sucrose -6-ester)=8 mL/1 g; n(Trimethyl orthoacetate):n(sucrose)=1.25:1; and the control of method and time for temperature rising and keeping was the critical factor. This process is more preferable to produce sucralose on a large scale because of its simple to be operated, friendly to environment and low cost.