刘家澍正式论文.doc

上海应用技术学院毕业设计(论文) 课题名称: ( 2S,3R )3- 烯丙基-2- 戊基- 环戊酮的合成系(院)香料香精技术与工程学院班级 07108111 学号 0 710811105 姓名刘家澍指导教师刘烽起止日期 20 11年 2月 21日至 6月 1日( 2S , 3R ) 3-烯丙基-2- 戊基-环戊酮的合成 I ( 2S,3R )3- 烯丙基-2- 戊基- 环戊酮的合成摘要:( 2S,3R ) 3-烯丙基-2- 戊基-环戊酮是高顺式二氢茉莉酮酸甲酯合成的重要的中间体。本课题分两部分进行,第一部分,以环戊酮和正戊醛为起始原料,通过羟醛缩合反应来合成 2- 戊基-2- 环戊烯酮。研究了在不同催化剂浓度,酮醛比例,反应温度以及反应时间对反应的影响。其中在 30摄氏度, 1%KOH 水溶液催化,酮醛的比例为 :1 ,反应 2小时的条件下,得到最高的产率 % ;第二部分,以 2- 戊基-2- 环戊烯酮为原料与烯丙基锂反应,选择 6个不同水杨酸酯作为配体,考察了加成反应的收率。并对反应条件进行优化研究,选择出最佳的工艺条件。其中当 3,5- 二甲基水杨酸参与反应时,得到最高的产率 % 。关键词: 二氢茉莉酮酸甲酯;羟醛缩合;烯丙基锂;合成(2S, 3R) 3- Allyl -2- pentyl - cyclopentanone synthesis Abstract : (2S,3R) 3-Allyl-2-pentyl-cyclopentanone is an important intermediates of high cis -dihydro-methyl jasmonate synthesis. The issue divided into two parts, the first part, use cyclop entanone and amyl aldehyde as the starting material, reaction by aldol synthesis of2- pentyl -2- cyclopentenone. Studies in different catalyst concentration, the proportion of keto-aldehyde, reaction temperature and reaction time on reaction. Which at30 degrees, 1% KOH solution catalyst, ketone : aldehyde as :1, the reaction conditions of2 hours, will has the highest yield of %; the second part,use 2-pentyl-2-cyclopentene ketone as raw materials and reaction of allyl lithium, choose six different salicylate asa ligand, and influence of the addition reaction of reaction conditions and to select the best process conditions. When one of 3,5 - dimethyl acid in reaction, will has the highest yield of %. Key Words : Dihydro – methyl jasmonate; Aldol; Allyl lithium; S ynthesis ( 2S , 3R ) 3-烯丙基-2- 戊基-环戊酮的合成 II 目录 1绪论........................................................................................................................................... 1 二氢茉莉酮酸甲酯的合成研究........................................................................................... 1 二氢茉莉酮酸甲酯的概述.............................................................................................