【作者】 陈根花；

【导师】 张小林；

【作者基本信息】 南昌大学 ， 有机化学， 2007， 硕士

【摘要】 萝卜硫素(Sulforaphane)是自然界存在的防癌、抗癌能力最强的异硫氰酸酯化合物。现有的文献报道的制备方法都比较繁琐，而且过程难以控制，本文以1-溴-3-氯丙烷和1-氯-3-碘丙烷为原料与二甲基亚砜在氢化钠存在下制备了1-氯-4-甲基亚磺酰基丁烷这个合成萝卜硫素的重要中间体，再与硫氰酸胺在无水乙腈中反应制得萝卜硫素。并对整个反应条件进行了详细探讨，找出了较适宜的反应时间、溶剂、温度及原料的物质的量之比。通过红外、质谱、核磁共振等手段对其进行结构表征。测试结果表明所得中间体为1-氯-4-甲基亚磺酰基丁烷，最终产物为萝卜硫素。本文合成萝卜硫素的方法大大简化了其制备过程，步骤简单易行，有望实现萝卜硫素的工业化生产。更多还原

【Abstract】 Sulforaphane, one of the isothiocyanates is the most effective in defending andcuring cancer in nature. The methods of synthesizing sulforaphane in knownliteratures are very complex and the processes were controlled hardly.1-chloro-4-methylsulfinyl-butane which is an important intermediate compound, wassynthesized successfully from 1-bromo-3-chloropropane, 1-chloro-3-iodopropane anddimethyl sulfoxide in the presence of sodium hydride. Then let it react with NH₄CNS in dry acetonitrile to give sulforaphane. Reaction conditions have been exploitatedin detail. Satisfactory reaction time, temperature, solvent and the molar ratio ofreactants have been discovered.Their structures were characterized by IR、MS、1H-NMR. The results indicatedthat the intermediate compound i. 1-chloro-4-methylsulfinyl-butane, and the finalcompound is sulforaphane.The method of synthesizing sulforaphane in this paper has simplized theprocesses greatly, which could be controlled easily. It is possible to producesulforaphane in industy.更多还原