N-(4-氯苯基)金刚烷甲酰胺的合成  

Synthesis of N-(4-chlorophenyl)-1-admantanecarboxamide

作　　者：万有志[1] 裴瑄[1] 刘琳[1] 王碧波[1] 

机构地区：[1]北京化工大学理学院,北京100029

出　　处：《北京化工大学学报（自然科学版）》2007年第5期487-489,共3页Journal of Beijing University of Chemical Technology(Natural Science Edition)

摘　　要：以金刚烷为原料,在H2SO4作用下与HCOOH反应生成1-金刚烷甲酸,再与SOCl2回流1 h反应生成1-金刚烷甲酰氯,通过与对氯苯胺(PCA)的胺化反应制得最终产物N-(4-氯苯基)金刚烷甲酰胺,总收率为83.3%。利用红外光谱和核磁对产物的组成和结构进行了表征。并讨论了胺化反应过程中乙腈、丙酮、1,2-二氯甲烷、甲苯作为溶剂对产物收率的影响,结果表明,随着溶剂极性的降低,产物收率增加。由于拥有双官能团,该化合物是一种很有价值的医药中间体。1-Adamantanecarboxylic acid has been synthesized by the reaction of adamantane with HCOOH in the presence of H2SO4, and subsequently converted to 1-adamantoyl chloride by refluxing with SOCl2 for 1 h. Finally, reaction of 4-chloroaniline with 1-adamantoyl chloride afforded N-（4-chlorophenyl）-1-admantanecarbox- amide, an important bifunctional pharmaceutical intermediate. The overall yield was 83.3 %. The product was characterized by IR and ^1H-NMR spectroscopy and the effect on the yield of using solvents with different polarity such as acetonitrile, acetone, dichloroethane, and toluene in the amidation step was investigated. The results Showed that the yield increased with decreasing solvent polarity.

关 键 词：金刚烷 对氯苯胺 酰化反应 胺化反应 

分 类 号：O621.3[理学—有机化学]