有机化学 ›› 2007, Vol. 27 ›› Issue (11): 1414-1419. 上一篇    下一篇

研究简报

脱氢松香酸甲酯类衍生物的合成

冯少波a,雷茜a,张业a,b 王恒山*,a
潘英明*,a,吴强a,童碧海a   

  1. (a广西师范大学化学化工学院 桂林 541004)
    (b桂林师范高等专科学校化学与工程技术系 桂林 541004)
  • 收稿日期:2006-12-11 修回日期:2007-02-10 发布日期:2007-10-20
  • 通讯作者: 王恒山, 潘英明

Synthesis of the Derivatives of Methyl Dehydroabietate

FENG Shao-Boa,LEI Qiana,ZHANG Yea,b,WANG Heng-Shan*,a
PAN Ying-Ming*,a,WU Qianga,TONG Bi-Haia   

  1. (a College of Chemistry and Chemical Engineering, Guangxi Normal University, Guilin 541004)
    (b Department of Chemistry and Engineering Technology, Guilin Teachers Col-lege, Guilin 541004)
  • Received:2006-12-11 Revised:2007-02-10 Published:2007-10-20
  • Contact: WANG Heng-Shan, PAN, Ying-Ming

以脱氢松香酸甲酯为原料, 经溴代、硝化、还原、重氮化等步骤合成了6种12位取代的脱氢松香酸甲酯衍生物, 研究了12位上不同取代基对它们紫外、荧光性质的影响; 然后再分别以得到的12-氯脱氢松香酸甲酯和12-溴脱氢松香酸甲酯为起始物, 经双硝化、氧化、脱异丙基硝化等步骤合成了一系列重要的脱氢松香酸甲酯卤代硝化衍生物, 并对12-氯脱氢松香酸甲酯、12-溴-13,14-二硝基脱氢松香酸甲酯的单晶进行了X射线衍射表征.

关键词: 合成, 脱氢松香酸甲酯, X射线单晶衍射, 荧光吸收, 紫外吸收

Starting from methyl dehydroabietate, six derivatives of methyl 12-substituted-dehydroabietate were synthesized through several steps, such as bromation, nitration, reduction and diazotization, and the effect of the different groups of methyl 12-substituted-dehydroabietate derivatives on their UV and fluorescence properties was also investigated. A series of novel bromo and nitro derivatives of methyl dehydroabietate were obtained by the dinitration, oxidation, nitration-deisopropylation of methyl 12-chloro-dehydroabietate and methyl 12-bromo-dehydroabietate, respectively. The compounds methyl 12-chloro- dehydroabietate and 12-bromo-13,14-dinitro-deisopropyldehydroabietate were characterized by X-ray diffraction.

Key words: methyl dehydroabietate, X-ray diffraction, fluorescence absorption, ultraviolet absorption, synthesis