有机化学 ›› 2006, Vol. 26 ›› Issue (06): 848-851. 上一篇    下一篇

研究简报

9,10-二羟甲基蒽的单醚化反应

朱 磊,1,2, 曹德榕*,1,3, 高春梅1,2   

  1. (1中国科学院广州化学研究所纤维素化学重点实验室 广州 510650)
    (2中国科学院研究生院 北京 100039))
    (3华南理工大学化学科学学院 广州 510640)
  • 收稿日期:2005-07-12 修回日期:2005-12-07 发布日期:2006-05-31
  • 通讯作者: 曹德榕

Monoetherification of 9,10-Bishydroxymethylanthracene)tin Arylcarboxylates

ZHU, Leia,b,CAO, De-Rong*,a,3,GAO, Chun-Meia,b

  1. (1 Department of Chemistry, Nanchang University, Nanchang 330047)
    (2 School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094)
    (3 Jiangsu Polytechnic University, Changzhou 213016)
  • Received:2005-07-12 Revised:2005-12-07 Published:2006-05-31
  • Contact: CAO, De-Rong

对9,10-二羟甲基蒽(1)的单醚化反应进行了系统研究. 以蒽为起始原料通过氯甲基化、乙酸酯化和水解三步反应制备1, 它通过Williamson单醚化反应, 合成了制备蒽基衍生物的重要反应中间体 9-(3,5-二苄氧基苄氧甲基)-10-羟甲基蒽(5). 1通过以氧化银为中介的单醚化反应也成功地合成了5, 产率达到57%.

关键词: 9,10-二羟甲基蒽, 单醚化, 氧化银, Williamson反应

Monoetherification of 9,10-bishydroxymethylanthracene (1) was studied. 1 was synthesized with anthracene as the starting material in three steps of chloromethylation, esterification and hydrolyzation. Williamson monoetherification of 1 with 3,5-dibenzyloxybenzyl chloride gave 9-(3,5-dibenzyloxybenzyloxy-methyl)-10-hydroxymethylanthracene (5) as the monoetherification product with yield of 36%. The Ag2O-mediated monoetherification of 1 afforded 5 with yield of 57%.

Key words: monoetherification, Williamson reaction, silver oxide, 9,10-bishydroxymethylanthracene