茶螺烷酮合成的新工艺  

A New Synthetic Approach to Theaspirone

作　　者：刘长辉[1] 文瑞明[1] 雷雪松[1] 张哲[1] 

机构地区：[1]湖南城市学院化学与环境工程系,益阳413000

出　　处：《应用化学》2010年第10期1238-1240,共3页Chinese Journal of Applied Chemistry

基　　金：湖南省科技计划资助项目(2009GK3175)

摘　　要：以α-紫罗兰酮为原料,经间氯过氧苯甲酸环氧化、甲醇钠开环、超声波辐射Pd/C催化甲酸铵选择性碳碳双键加H、硼氢化钠还原、脱水环化及乙酰丙酮亚钴催化烯丙位氧气氧化等6步反应,以总收率52.6%合成了食用香料2,6,10,10-四甲基-1-氧杂-螺[4.5]-6-癸烯-8-酮(茶螺烷酮)。用IR、1HNMR、MS谱及元素分析等测试技术表征了产物的结构和组成。An edible perfume theaspirone,1-oxa-8-oxo-2,6,10,10-tetramethyl-spiro-[4,5]-6-decene,was synthesized from α-ionone with 52.6% overall yield via six steps including epoxiation by metachloroperbenzoic acid,ring-opening in the presence of sodium methoxide,selective reduction of carbon-carbon double bond catalyzed by Pd/C with ammoniumformate under ultrasonic irridiation,then reduction with sodium borohydride,intramolecular cyclodehydration and allylic oxidation catalyzed by acetylacetone cobalt（Ⅱ） with oxygen gas.The structures and compositions of the product and some intermediates were characterized by IR,1 H NMR,MS and elemental analysis.

关 键 词：茶螺烷酮 超声波辐射 α-紫罗兰酮 选择性氧化还原 烯丙位氧化 

分 类 号：O622.4[理学—有机化学]