文献类型：期刊文献

中文题名：由α-环柠檬醛直接缩合制备β-紫罗兰酮的研究

英文题名：Synthesis of β-Ionone from α-Cyclocitral Directly by Condensation Reaction

作者：沈润溥[1];胡四平[2];宋小华[3];陈建辉[3];孙雄生[3];虞国棋[2];吴春雷[1]

机构：[1]绍兴文理学院;[2]浙江医药股份有限公司维生素厂;[3]浙江医药股份有限公司新昌制药厂

年份：2011

卷号：25

期号：3

起止页码：538

中文期刊名：高校化学工程学报

外文期刊名：Journal of Chemical Engineering of Chinese Universities

收录：CSTPCD、、EI(收录号：20112814137290)、Scopus(收录号：2-s2.0-79960060594)、CSCD2011_2012、北大核心2008、北大核心、CSCD

基金：国家火炬计划(2006GH020636)

语种：中文

中文关键词：β-紫罗兰酮;α-环柠檬醛;α-紫罗兰酮;β-环柠檬醛;缩合;双键移位

外文关键词：β-ionone; α-cyclocitral; α-ionone; β-cyclocitral; condensation; double-bond shift

中文摘要：以柠檬醛为原料经酸化环化得到α-环柠檬醛,然后直接与丙酮缩合得到产物β-紫罗兰酮。对影响反应的主要因素包括催化剂NaOH溶液浓度、反应温度和时间等进行了优化,得到如下较佳工艺条件:α-环柠檬醛和丙酮在5%的NaOH水溶液作用下于45℃反应6 h,减压精馏得到产物β-紫罗兰酮,收率为71.6%,含量为93.5%(GC)。得到的含有α-环柠檬醛、β-环柠檬醛及α-紫罗兰酮的前馏分可以回收套用。本工艺反应机理为在碱催化下缩合反应通过两种途径同时进行,一是α-环柠檬醛先重排成β-环柠檬醛再与丙酮缩合,另一种是α-环柠檬醛先与丙酮缩合成α-紫罗兰酮,再重排得目标产物β-紫罗兰酮。与已有工艺相比,本路线采用了α-环柠檬醛为原料,且步骤简洁、收率良好,对探索合成β-紫罗兰酮的有工业意义的路线具有重要指导作用。

外文摘要：β-Ionone was synthesized by condensation reaction of acetone and α-cyclocitral which was prepared from citral through cyclization.The effects of main factors,such as the reaction temperature,reaction time and the concentration of NaOH solution which is used as catalyst,on the condensation reaction were investigated.The optimum reaction conditions found are as follows： 5% NaOH aqueous solution as catalyst,reaction temperature of 45℃ and reaction time of 6 h;Under above conditions,the β-ionone yield can be 71.6% with the purity of 93.5%（GC）.The overhead distillate including unreacted α-cyclocitral and byproducts α-ionone and β-cyclocitral can be reused as raw materials without any reprocessing.The mechanism of the condensation reaction of α-cyclocitral with acetone was studied,the conclusion was that the reaction may proceed with two ways at the same time： one is that the β-cyclocitral from the rearrangement of α-cyclocitral condenses with acetone to form the β-ionone,the other is that the α-ionone from the condensation of α-cyclocitral and acetone is rearranged to form the β-ionone.Comparing with the existing β-ionone synthesis route of using pseudoionone or β-cyclocitral as raw material,the new β-ionone synthesis route proposed is characterized by using α-cyclocitral as raw material and has the advantages of having simple and easy reaction steps and having relatively high yield.