【作者】 周燕； 谢益民； 杨志勇； 邵震宇； 赵志法；

【Author】 Zhou yan, Xie Yimin, Yang Zhiyong, Shao Zhengyu, Zhao Zhifa (Shandong Key Lab of Pulp and Paper Engineering, Shandong Institute of Light industry, Jinan, 250100)

【机构】 山东轻工业学院制浆造纸工程省级重点学科；

【摘要】 本文深入研究了β-O-4型木素模型化合物——愈创木基丙三醇-β-愈创木基醚-[α-13C]的合成新路线,首次合成出α位带13C同位素标记的愈创木基丙三醇-β-愈创木基醚,并利用1H-NMR、13C-NMR等手段对其化学结构进行了分析。研究结果表明:在合成愈创木基丙三醇-β-愈创木基醚-[α-13C]的中间产物4-(α-溴代乙酰基)-愈创木酚-[α-13C]时,利用溴化铜对4-乙酰基愈创木酚-[α-13C]进行溴化很容易得到4-(α- 溴代乙酰基)-愈创木酚-[α-13C]中间体,而利用乙醇作为反应溶剂使4-乙酰基愈创木酚-[α-13C]的溴代反应成为均相反应,溴代产物的得率可提高到90％以上。采用硅胶层析用乙酸乙酯和正己烷(1:2=V／V)做流动相可以分离得到该中间产物。通过利用过量愈创木酚和4-(α-溴化乙酰基)-愈创木酚-[α-13C]进行反应,可以得到β-0-4型木素模型化合物——愈创木基丙三醇-β-愈创木基醚-[α-13C]。更多还原

【Abstract】 A β -O-4 type lignin model compound, i.e. Guaiacylglycerol- β - guaiacyl ether-[α-13C ] was first synthesized with a modified method. The techniques of 1H-NMR and 13C-NMR were used to identify the chemical structure of the products. The results showed that 13C-labelled 4- (α-bromoacetyl) -guaiacol could be obtained from acetylguaiacol -[α-13C ] by bromination with Copper(Ⅱ) Bromide. When ethanol was applied as an substitute of mixture of ethyl acetate- chloroform as solvent, the results showed that it could change this bromide reaction from non-homophase to homophase and the yield reached 90%.The reaction time had little effect on the final yield. The recrystallization by benzene can not separate the final product4-(α-bromoacetyl)-guaiacol-[α-l3C ] and the final product can be obatained by column chromatography using the mixture of n-hexane and ethyl acetate (2:1) as mobile phase.I3C labelled guaiacylglycerol- β - guaiacyl ether type model compounds could be synthesized by the reaction of excessive guaiacol with 4- (α-bromoacetyl) -guaiacol-[α-13C ].更多还原