对甲苯磺酸催化合成1,3-二硫杂环戊烷类香料化合物

以对甲苯磺酸为催化剂,乙二硫醇与2-丁酮在溶剂中回流合成了2-甲基-2-乙基-1,3-二硫杂环戊烷。研究了溶剂种类、原料摩尔比、催化剂用量、回流时间对反应收率的影响。优化工艺条件为:采用苯作溶剂,乙二硫醇与2-丁酮的摩尔比为1.8,对甲苯磺酸用量为反应物总质量的1.7%,回流2.5h。按类似条件合成了2-甲基-2-丙基-1,3-二硫杂环戊烷、2-甲基-2-异丁烯基-1,3-二硫杂环戊烷、1,4-二硫杂螺4.5]癸烷和2-甲基-2-乙酰甲基-1,3-二硫杂环戊烷。采用元素分析、FTIR、1H NMR、GC-MS鉴定了产品结构。

Syntheses of flavoring compounds 1,3-dithiolanes catalyzed by p-toluenesulfonic acid

2-ethyl-2-methyl-1,3-dithiolane were synthesized by the reaction of 1,2-ethanedithiol with 2-butanone refluxed in certain solvent,catalyzed by p-toluenesulfonic acid.Effects of the sorts of solvent,mole ratio of 1,2-ethanedithiol to 2-butanone,amount of catalyst and refluxed time were investigated.The optimized reaction conditions were as follows: benzene as the solvent,the mole ratio of 1,2-ethanedithiol and 2-butanone was 1.8,the amount of p-toluenesulfonic acid was 1.7% of the whole reactant.Four other 1,3-dithiolanes were synthesized under similar condition,which were 2-methyl-2-propyl-1,3-dithiolane,2-iso-butenyl-2-methyl-1,3-dithiolane,1,4-dithiospiro decane and 2-acetonyl-2-methyl-1,3-dithiolane.Structures of the five 1,3-dithiolanes were identified by means of elemental analysis,FTIR,1H NMR and GC/MS data.