异莰烷基甲酸及其酯类的合成与结构分析  

Synthesis and structural analysis of isocamphanyl formic acid and its esters

作　　者：金霖霖 翁玉辉[1] 范国荣[1] 肖转泉[2] 陈金珠[3] 王鹏[1] 王宗德[1] JIN Lin-lin WENG Yu-hui FAN Guo-rong XIA CHEN Jin-zhu WANG Peng WANG Zong-de(College of Forestry, Jiangxi Agricultural University,Nanchang 330045 ,China College of Chemistry,Jiangxi Normal University,Nanchang 330027,China College of Science, Jiangxi Agricultural University ,Nanchang 330045 , China)

机构地区：[1]江西农业大学林学院,江西南昌330045 [2]江西师范大学化学化工学院,江西南昌330027 [3]江西农业大学理学院,江西南昌330045

出　　处：《化学研究与应用》2016年第11期1575-1581,共7页Chemical Research and Application

基　　金：江西省主要学科学术和技术带头人培养计划项目(20133BCB22004)资助;江西省科技支撑计划项目(20132BBF60057)资助;江西省林业科技创新专项资金项目(201502)资助

摘　　要：以莰烯为原料,经Vilsmeier-Haack反应、催化加氢得到异莰烷基甲醛,异莰烷基甲醛经氧化反应得到异莰烷基甲酸。在对甲苯磺酸的催化下,与一系列一元醇(正丙醇、正丁醇、异丁醇、仲丁醇、正戊醇、异戊醇和环己醇)进行酯化反应,合成了未见报道的7种异莰烷基甲酸酯类化合物4a-4g,产率在61~84%之间,采用IR、MS、~1H NMR及^(13)C NMR对产物进行了结构表征。分析了异莰烷基甲酸酯及其反应中间体的合成方法。本研究可为莰烯的精细化学利用提供一定的理论基础。Isocamphyl formaldehyde was synthesized from camphene by the Vilsmeier-Haack reaction and catalytic hydrogenation.Isocamphanyl formaldehyde was converted into isocamphanyl formic acid through the oxidation with K2Cr2O7-H2SO4. Then,seven novel ester derivatives of isocamphanyl formic acid were synthesized by the esterification reaction of isocamphanyl formic acid and seven monohydric alcohol（ n-propanol,n-butanol,iso-butanol,sec-butanol,n-pentanol,iso-pentanol and cyclohexanol）,under the catalysis by p-toluenesulfonic acid.The yield of these ester derivatives were ranged between 61 - 84%. The structures of these synthesized compounds were characterized by infrared spectroscopy（ IR）,mass spectrometry（ MS）,and nuclear magnetic resonance spectroscopy（^1H NMR,^13C NMR）. Synthetic method of isocamphanyl formic acid,ester derivaitves and other intermediates were discussed.This study provided a theoretical basis to the fine chemistry utilization of camphene.

关 键 词：莰烯 酯化反应 异莰烷基甲酸 酯类衍生物 结构分析 

分 类 号：O629[理学—有机化学]