合成E-10-羟基-2-癸烯酸的新方法  

Novel Synthesis of E-10-Hydroxy-2-decanoic Acid

作　　者：奉强[1,2] 韩涛[1,2] 涂碧玉 何冰[1,2] 李仲辉[2] 张小玲[2] FENG Qiang HAN Tao TU Bi-yu HE Bing LI Zhong-hui ZHANG Xiao-ling(College of Chemistry and Life Science Institute of Functional Molecular, Chengdu Normal University, Chengdu 611130, China)

机构地区：[1]成都师范学院化学与生命科学学院,四川成都611130 [2]成都师范学院功能分子研究所,四川成都611130

出　　处：《合成化学》2017年第3期245-249,共5页Chinese Journal of Synthetic Chemistry

基　　金：四川省科技厅科技支撑计划(2012FZ0129);成都师范学院项目(CSYXM12-01)

摘　　要：以1,8-辛二醇(1)为起始原料,经4步反应合成了(E)-10-羟基-2-癸烯酸,其结构经1H NMR,13C NMR和MS确证。考察了乙酰氯、缚酸剂种类及其用量[r=n(1)∶n(乙酰氯)∶n(缚酸剂)]对8-乙酰氧基-1-辛醇(2)收率的影响以及反应温度、三乙胺滴加温度、低温停留时间对8-乙酰氧基辛醛(3)收率的影响。结果表明:以三乙胺为缚酸剂,r=1.0∶1.1∶2.0时,2产率达78%;反应温度为-65℃、三乙胺滴加温度低于-50℃、低温反应3 h,3产率达97%。（E）-10-hydroxy-2-decenoic acid was synthesized by a four-step reaction using 1,8-octanediol（1） as starting material. The structure was confirmed by1 H NMR,13 C NMR and MS. Effects of acetyl chloride,acid acceptors and its amount [r = n（1） ∶ n（acetyl chloride） ∶ n（acid acceptors） ]on8-acetoxy-1-octanol（2）,reaction temperature,adding triethylamine temperature and retention time at low temperature on 8-acetyl aldehyde（3） were investigated. The results showed that using triethylamine as acid acceptor and r = 1. 0 ∶ 1. 1 ∶ 2. 0,the yield of 2 was 78%. Reacting at-65 ℃,dropping triethylamine below-50 ℃,and reaction at-50 ℃ for 3 h,the yield of 3 was up to 97%.

关 键 词：1 8-辛二醇 E-10-羟基-2-癸烯酸 Swern氧化 合成 

分 类 号：O621.3[理学—有机化学]