摘要:桃金娘烯醇是一种非常重要的香料,作为优良的和合剂与修饰剂可用于调配日用或食用香精中,并且它还是一种重要的精细化工反应中间体,常用于合成桃金娘稀醛、紫苏醇、紫苏醛等精细化学品。本文采用间氯过氧苯甲酸氧化β-蒎稀制取2,10-环氧蒎烷,实现了β-蒎稀几乎100%转化和42.54%得率的2,10-环氧蒎烷,并且讨论了过氧酸用量,反应时间和反应温度对实验结果的影响。然后以上述制备的2,10-环氧蒎烷为原料,氯化铵作催化剂,甲苯作溶剂,通过液相重排反应合成桃金娘烯醇,并且考察了催化剂用量,溶剂用量,反应温度和反应时间对重排反应的影响,结果表明,以氯化铵作催化剂,2,10-环氧蒎烷通过液相重排反应可定向生成桃金娘烯醇,在以甲苯为溶剂中,氯化铵作催化剂,110-115℃回流温度下反应8h,2,10-环氧蒎烷转化率达到75.6%,桃金娘烯醇得率为47.25%。20245
关键词: β-蒎烯;间氯过氧苯甲酸;2,10-环氧蒎烷;重排反应;桃金娘烯醇
Study on the Synthesis of Myrtenol
Abstract: Myrtenol is an very important perfume , as an excellent mixture and modifier that can be used in the deployment of daily-used fragrances or food flavors. Moreover, as an important organic intermediate, myrtenol can be used for the synthesis of myrtenal, perillyl alcohol, perillaldehyde and other fine chemicals. In this work, expoxidation of β-pinene by using m-chloroperbenzoic acid, realized the 100% transformation ofβ-pinene and the yield of 2,10-epoxypinane is over 42.54%, and discus some influence factors on the experiment result such as peracid dosage, reaction time and temperature. Then, myrtenol was synthesized form the above prepared 2,10-expoxypinane as raw material by liquid phase isomerization in the presence of ammonium chloride catalyst and toluene as solvent. The influence of catalyst dosage, solvent dosage, reaction time and temperature on the product distributions was investigated emphatically, it is discovered that the isomerization of 2,10-epoxypinane produced mainly mytrenol catalyzed by ammonium chloride. Myrtenol can be obtained with 47.25% of yield and 75.6% of conservation via liquid phase isomerization of 2,10-epoxypinae catalyzed by ammonium chloride in toluene under the reflux temperature condition for 8h.
Key words: β-pinene; m-chloroperbenzoic acid; 2,10-epoxypinane; rearrangement reaction; myrtenol
目录
1 前言 1
1.1 香料工业发展概况 1
1.1.1 中国香料发展状况 1
1.1.2 国外香料发展状况 2
1.1.3 合成香料发展状况 2
1.2 本课题国内外研究现状概述 3
1.2.1 松节油深加工的研究现状和发展趋势 3
1.2.2 桃金娘烯醇的发现 4
1.2.3 桃金娘烯醇的化学合成 5
1.3 本课题研究目的与意义及主要内容 8
1.3.1 研究目的和意义 8
1.3.2 研究桃金娘烯醇采用的合成路线 8
1.3.3 研究的主要内容 9
2 实验方法与内容 10
2.1 实验原料与使用仪器 10
2.1.1 实验原料 10
2.1.2 实验仪器 10
2.2 桃金娘烯醇的制备方法 11
2.2.1 间氯过氧苯甲酸氧化β-蒎烯合成2,10-环氧蒎烷 11
2.2.2 氯化铵催化2,10-环氧蒎烷重排合成桃金娘烯醇 13
3 实验结果分析与讨论 15
3.1 间氯过氧苯甲酸氧化β-蒎烯合成2,10-环氧蒎烷的研究 15
3.1.1 间氯过氧苯甲酸用量对实验结果的影响 15 桃金娘烯醇的合成研究+文献综述:http://www.751com.cn/huaxue/lunwen_11954.html