摘要
目的设计合成1-[3-甲氧基-4-(3-苯基)丙烯酰氧基]苯基亚甲基γ-丁内酯-1。方法采用香草醛与氯化苄为起始原料,在碳酸钾和DMAP催化下,经W illamson反应得到苄氧基香草醛,然后在醇钠存在下与γ-丁内酯缩合,制得中间体苯基亚甲基γ-丁内酯,在酸性条件下脱去苄基保护基团,然后与肉桂酸和苯磺酰氯形成的混合酸酐发生酯化反应,最终得到标题化合物2。结果与结论合成了标题化合物2,并通过元素分析、IR和1H-NMR确证其结构。
Objective To design and synthesize (E) -1- [ 3-methoxy-4-( 3-phenyl ) acryloxy ] benzylidene γ-lactone- 1. Method The title compound (2) was prepared in 4 steps from readily available starting materials of vanillin and benzyl chloride. Compound (3) was synthesized via Williamson reaction in presence of K2CO3 and DMAP, then condensed with γ-lactone to give key intermediate benzylidene T-lactone (4). Benzyl group was removed from 4 to give compound 5 in acid condition. The final compound was prepared by reaction of 5 with mixed anhydride from cinnamic acid and benzenesulfonyl chloride. Result and Conclusion The title compound was prepared and its structure confirmed by IR, ^1H-NMR and elemental analysis.
出处
《广东药学院学报》
CAS
2006年第2期126-127,共2页
Academic Journal of Guangdong College of Pharmacy