化学研究与应用
化學研究與應用
화학연구여응용
CHEMICAL RESEARCH AND APPLICATION
2015年
5期
737-740
,共4页
傅-克酰化反应%离子液体%bmimCl/AlCl3%5-氰基-3-(4-氯丁酰基)吲哚
傅-剋酰化反應%離子液體%bmimCl/AlCl3%5-氰基-3-(4-氯丁酰基)吲哚
부-극선화반응%리자액체%bmimCl/AlCl3%5-청기-3-(4-록정선기)신타
Friedel-Crafts acylation%ionic liquid%[bmim]Cl/AlCl3%5-cyano-3-(4-chlorobutanoyl)indole
5-氰基吲哚与4-氯丁酰氯之间的傅-克酰化反应使用路易斯酸之类的催化剂(如AlCl3、FeCl3),反应产物复杂,无法分离出期望的产物5-氰基-3-(4-氯丁酰基)吲哚。在离子液体[bmim]Cl/AlCl3中,进行5-氰基吲哚与4-氯丁酰氯间的傅-克酰化反应,则反应的主产物是5-氰基-3-(4-氯丁酰基)吲哚,产物结构通过质谱与核磁共振氢谱表征。考察了[ bmim] Cl/AlCl3中AlCl3与[ bmim] Cl间的摩尔比以及[ bmim] Cl/AlCl3与5-氰基吲哚的摩尔比对该酰化反应的影响。结果表明,当n(AlCl3)∶n([bmim]Cl)=2．5∶1,n([bmim]Cl/AlCl3)∶n (5-氰基吲哚)=2∶1,室温下反应24 h,最大产率71．7%。
5-氰基吲哚與4-氯丁酰氯之間的傅-剋酰化反應使用路易斯痠之類的催化劑(如AlCl3、FeCl3),反應產物複雜,無法分離齣期望的產物5-氰基-3-(4-氯丁酰基)吲哚。在離子液體[bmim]Cl/AlCl3中,進行5-氰基吲哚與4-氯丁酰氯間的傅-剋酰化反應,則反應的主產物是5-氰基-3-(4-氯丁酰基)吲哚,產物結構通過質譜與覈磁共振氫譜錶徵。攷察瞭[ bmim] Cl/AlCl3中AlCl3與[ bmim] Cl間的摩爾比以及[ bmim] Cl/AlCl3與5-氰基吲哚的摩爾比對該酰化反應的影響。結果錶明,噹n(AlCl3)∶n([bmim]Cl)=2．5∶1,n([bmim]Cl/AlCl3)∶n (5-氰基吲哚)=2∶1,室溫下反應24 h,最大產率71．7%。
5-청기신타여4-록정선록지간적부-극선화반응사용로역사산지류적최화제(여AlCl3、FeCl3),반응산물복잡,무법분리출기망적산물5-청기-3-(4-록정선기)신타。재리자액체[bmim]Cl/AlCl3중,진행5-청기신타여4-록정선록간적부-극선화반응,칙반응적주산물시5-청기-3-(4-록정선기)신타,산물결구통과질보여핵자공진경보표정。고찰료[ bmim] Cl/AlCl3중AlCl3여[ bmim] Cl간적마이비이급[ bmim] Cl/AlCl3여5-청기신타적마이비대해선화반응적영향。결과표명,당n(AlCl3)∶n([bmim]Cl)=2．5∶1,n([bmim]Cl/AlCl3)∶n (5-청기신타)=2∶1,실온하반응24 h,최대산솔71．7%。
The product of Friedel-Crafts acylation reaction between 5-cyanoindole and 4-chlorobutyryl chloride used AlCl3 as catalyst was complicated,so that no 5-cyano-3-(4-chlorobutanoyl)indole could be isolated. The same reaction was conducted in 1-butyl-3-methylimidazolium chloroaluminate([bmim] Cl/AlCl3 ),the major product was 5-cyano-3-(4-chlorobutanoyl) indole. Its structure was characterized by Mass and 1 H NMR. The effects of the molar rations of AlCl3 to[ bmim] Cl in[ bmim] Cl/AlCl3 and the molar ra-tio of[ bmim] Cl/AlCl3 to 5-cyanoindole on the acylation reaction were investigated. The results showed that suitable molar ratios of AlCl3 to[bmim]Cl in[bmim]Cl/AlCl3 were between 2. 5∶1,the molar ratio of[bmim]Cl/AlCl3 to 5-cyanoindole was 2∶1,reacting at room temperature for 24h,a good yield was obtained 71. 7%.
