α—蒎烯合成N—烷基—N—(α—龙脑烯基)乙酰胺类化合物及香气特征  

Synthesis and olfactory evaluation of N-alkyl-N-(α-campholenyl) acetamides from α-pinene

作　　者：杨益琴[1] 唐年华[1] 刘兵[1] 王鉴兰[1] 王石发[1] 谷文[1] 陈华成[1] 

机构地区：[1]南京林业大学化学工程学院

出　　处：《北京林业大学学报》2010年第2期165-170,共6页Journal of Beijing Forestry University

基　　金：国家自然科学基金项目(30571468);国家自然科学基金重点项目(30430580)

摘　　要：以α-蒎烯为原料合成了系列新型的N-烷基-N-(α-龙脑烯基)乙酰胺类芳香化合物,并探索了氮原子上取代基的不同结构与产物香气间的构效关系。α-蒎烯经环氧化得到2,3-环氧蒎烷,再经催化异构化反应得到α-龙脑烯醛;α-龙脑烯醛与伯胺缩合、NaBH4选择性还原得到N-烷基-α-龙脑烯胺,再经乙酰化后得到N-烷基-N-(α-龙脑烯基)乙酰胺类化合物。采用1H-NMR、13C-NMR、FT-IR、MS等对合成酰胺类化合物进行了结构表征,对合成产物的香气特征进行了鉴定。结果表明:N-正丁基-N-(α-龙脑烯基)乙酰胺和N-叔丁基-N-(α-龙脑烯基)乙酰胺具有良好的香气特征,作为新型芳香化合物具有较好的开发价值。Synthesis of N-alkyl-N-（α-campholenyl） acetamides were carried out from α-pinene,and the relationship between alkyl structures and their odors was probed.N-alkyl-N-（α-campholenyl） acetamides were synthesized from α-pinene, through campholenic aldehyde obtained by epoxidation and isomerization,condensation with primary amine,selective reduction with NaBH4,and acetylation with acetic chloride.The structures of the intermediates and final products were determined by 1H-NMR,^13C-NMR,FT-IR and MS spectra.In addition,their olfactory characteristics were evaluated.The results show that both N-（n-butyl）-N-（α-campholenyl） acetamide and N-（tert-butyl）-N-（α-campholenyl） acetamide have good flavor characteristics,and have a good development value as new-type flavor compounds.

关 键 词：α—蒎烯 2 3—环氧蒎烷 α—龙脑烯醛 N—烷基—α—龙脑烯胺 N—烷基—N—(α—龙脑烯基)乙酰胺 

分 类 号：TQ351[化学工程]