利用松脂制备的2氨基2甲基丙醇左旋海松酸盐进行光敏氧化反应，合成左旋海松酸跨环过氧化物丁醇胺盐,经酸化、异构化、酯化等步骤得到12羰基8羟基7,8二氢枞酸(5a)及其甲酯(5b);研究5a和5b与2,4二硝基苯肼的缩合反应，利用紫外可见吸收光谱、红外吸收光谱、元素分析仪、1H和13C核磁共振谱对反应产物进行结构表征。结果表明，在浓硫酸催化作用下，5a和5b与2,4二硝基苯肼发生缩合反应，生成新的化合物12(2,4二硝基苯腙基)8羟基7,8二氢枞酸(6a)及其甲酯(6b);6a和6b存在一个较大π电子共轭体系，其分子结构较稳定。
Abstract
12carboxy8hydroxy 7,8dihydroabietic acid (5a) and its methyl ester (5b) was prepared through several steps, including acidification, isomerization and esterification, of 2amino2methyl1propanol salt of levopimaric acid transannular peroxide, which was obtained from directly photosensitized oxidation reaction of 2amino2methyl1propanol salt of levopimaric acid isolated from pine oleoresin. The reaction of 5a and 5b with 2,4dinitrophenyl hydrazine were investigated, and then the products were characterized by means of UV, IR, 1H NMR, 13C NMR, and elemental analysis. The experimental results showed that the new compounds 12(2,4dinitrophenylhydrazono)8hydroxy7,8dihydroabietic acid (6a) and its methyl ester (6b)，which have an extensive π electron conjugation and structural stability, were synthesized by a condensation reaction of 5a and 5b with 2,4dinitrophenyl hydrazine by using concentrated sulfuric acid as catalyst.
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