(S)-6-乙烯基-2,2’-甲叉二氧基-1,1’-联萘的合成  

Synthesis of (S)-6-vinyl-2,2'-methylenedioxy-1,1'-binaphthyl

作　　者：张劲 张令君 彭天英 贺国文 ZHANG Jin;ZHANG Lingjun;PENG Tianying;HE Guowen(College of Materials and Chemical Engineering,Hunan City University,Yiyang,Hunan 413000,China)

机构地区：[1]湖南城市学院材料与化学工程学院,湖南益阳413000

出　　处：《湖南城市学院学报（自然科学版）》2018年第1期75-78,共4页Journal of Hunan City University:Natural Science

基　　金：湖南省教育厅科研项目(14A025)

摘　　要：以(S)-联萘酚为起始原料通过多步反应合成了(S)-6-乙烯基-2,2’-甲叉二氧基-1,1’-联萘﹒首先将(S)-联萘酚通过2步合成了(S)-6-溴-2-特戊酰氧基-2’-羟基-1,1’-联萘;再脱去特戊酰基得到了(S)-6-溴-2,2’-二羟基-1,1’-联萘;然后羟基醚化得到(S)-6-溴-2,2’-甲叉二氧基-1,1’-联萘;接下来与DMF反应得(S)-6-甲酰基-2,2’-甲叉二氧基-1,1’-联萘;最后通过维蒂希反应得标题化合物﹒研究优化了各步反应的实验条件,获得了较好的合成方案,通过~1H NMR和^(13)C NMR对各步产物进行了表征﹒(S)-6-vinyl-2,2’-methylenedioxy-1,1’-binaphthyl was synthesized from(S)-2,2’-dihydroxy-1,1’-binaphthyl by multi steps.Firstly,(S)-6-bromo-2-hydroxy-2’-pivaloyloxy-1,1’-binaphthyl was synthesized from(S)-2,2’-hydroxy-1,1’-binaphthyl by two steps,and then(S)-6-bromo-2,2’-methylenedioxy-1,1’-binaphthyl was obtained by the reaction of hydrolysis and etherification.The lithium reagent of(S)-6-bromo-2,2’-methylenedioxy-1,1’-binaphthyl was treated with DMF to form(S)-6-formyl-2,2’-methylenedioxy-1,1’-binaphthyl.The target compound was synthesized from(S)-6-formyl-2,2’-methylenedioxy-1,1’-binaphthyl via Wittig reaction.The suitable reaction conditions were obtained and structures of the products were identified by 1H NMR and 13C NMR.

关 键 词：(S)-联萘酚 甲叉二氧基-1 1’-联萘 乙烯基-1 1’-联萘 合成 

分 类 号：O625.15[理学—有机化学]