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脱氢松香酸甲酯呋咱衍生物的合成与表征
引用本文:王恒山,张业,李芳耀,童碧海,王迎春.脱氢松香酸甲酯呋咱衍生物的合成与表征[J].精细化工,2005,22(9):709-711.
作者姓名:王恒山  张业  李芳耀  童碧海  王迎春
作者单位:广西师范大学,化学化工学院,广西,桂林,541004
基金项目:国家自然科学基金(20362002);广西高校百名中青年学科带头人资助计划;广西青年科学基金(0229023)资助项目
摘    要:以歧化松香为原料,将其纯化得到脱氢松香酸,用硫酸二甲酯酯化后,通过12位溴代、7位氧化、13位硝化得到7-羰基-12-溴-13-硝基脱氢松香酸甲酯(Ⅴ),Ⅴ经过与叠氮化钠反应后,在甲苯中回流关环得到7-羰基-12,13-氧化呋咱脱氢松香酸甲酯(Ⅶ),Ⅶ再用三苯基膦脱氧得到7-羰基-12,13-呋咱脱氢松香酸甲酯Ⅷ,这两种产物的产率分别为83%和76%;产物经IR、1HNMR1、3CNMR和MS进行了表征。

关 键 词:脱氢松香酸  7-羰基-12  13-氧化呋咱脱氢松香酸甲酯  7-羰基-12  13-呋咱脱氢松香酸甲酯
文章编号:1003-5214(2005)09-0709-03
收稿时间:2005-01-24
修稿时间:2005-01-242005-04-26

Synthesis and Characterization of Methyl Furazandehydroabietates from Dehydroabietic Acid
WANG Heng-shan,ZHANG Ye,LI Fang-yao,TONG Bi-hai,WANG Ying-chun.Synthesis and Characterization of Methyl Furazandehydroabietates from Dehydroabietic Acid[J].Fine Chemicals,2005,22(9):709-711.
Authors:WANG Heng-shan  ZHANG Ye  LI Fang-yao  TONG Bi-hai  WANG Ying-chun
Abstract:Disproportionated rosin was purified to get dehydroabietic acid,which by esterification with (Me)_2SO_4 gave methyl dehydroabietate(Ⅱ).Then Ⅱ was bromated at 12-position,oxidated at 7-position and nitrated at 13-position to give methyl 7-carbonyl-12-bromo-13-nitrodehydroabietate (Ⅴ).After treating Ⅴ with sodium azide,methyl 7-carbonyl-12,13-oxifurazandehydroabietate (Ⅶ) was obtained by refluxing in toluene.Ⅶ was further converted to methyl 7-carbonyl-12,13-furazandehydroabietate(Ⅷ) through reacting with triphenyl phosphine.The compounds were characterized by IR,~1HNMR,~(13)CNMR and MS.
Keywords:dehydroabietic acid  methyl 7-carbonyl-12  13-furazandehydroabietate
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