9,10-二羟甲基蒽的单醚化反应

Monoetherification of 9,10-Bishydroxymethylanthracene

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%.

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-dibenzyloxybenzyloxymethyl）-10-hydroxymethylanthracene （5） as the monoetherification product with yield of 36%. The Ag2O-mediated monoetherification of 1 afforded 5 with yield of 57%.