A facile and efficient nucleophilic displacement reaction at room temperature in ionic liquids

被引:45
作者
Judeh, ZMA [1 ]
Shen, HY [1 ]
Chi, BC [1 ]
Feng, LC [1 ]
Selvasothi, S [1 ]
机构
[1] Natl Univ Singapore, Chem & Proc Engn Ctr, Singapore 117576, Singapore
关键词
nucleophilic displacement; ionic liquids; sodium salicylate; benzyl salicylate;
D O I
10.1016/S0040-4039(02)02327-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have investigated the use of room temperature ionic liquids as catalytic and environmentally benign solvents for the facile homogenous synthesis of benzyl salicylate by the nucleophilic displacement reaction between sodium salicylate and benzyl chloride. The reaction was found to proceed under relatively mild conditions with excellent conversion (up to 96%) without the use of PTCs. The ionic liquids were recycled and reused. The effect of temperature was also investigated. No by-products were observed after H-1 NMR and GC analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9381 / 9384
页数:4
相关论文
共 26 条
[1]  
ARMIN SU, 1985, Patent No. 3404310
[2]  
BARRY J, 1985, SYNTHESIS-STUTTGART, P40
[3]   Recovery of organic products from ionic liquids using supercritical carbon dioxide [J].
Blanchard, LA ;
Brennecke, JF .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2001, 40 (01) :287-292
[4]   Green processing using ionic liquids and CO2 [J].
Blanchard, LA ;
Hancu, D ;
Beckman, EJ ;
Brennecke, JF .
NATURE, 1999, 399 (6731) :28-29
[5]  
Böhm VPW, 2000, CHEM-EUR J, V6, P1017, DOI 10.1002/(SICI)1521-3765(20000317)6:6<1017::AID-CHEM1017>3.0.CO
[6]  
2-8
[7]   The Heck reaction in ionic liquids: A multiphasic catalyst system [J].
Carmichael, AJ ;
Earle, MJ ;
Holbrey, JD ;
McCormac, PB ;
Seddon, KR .
ORGANIC LETTERS, 1999, 1 (07) :997-1000
[8]   Mg-Al-O-t-Bu hydrotalcite:: a new and efficient heterogeneous catalyst for transesterification [J].
Choudary, BM ;
Kantam, ML ;
Reddy, CV ;
Aranganathan, S ;
Santhi, PL ;
Figueras, F .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2000, 159 (02) :411-416
[9]  
CROHEMORE M, 1993, Patent No. 534817
[10]   Solvent extraction of strontium nitrate by a crown ether using room-temperature ionic liquids [J].
Dai, S ;
Ju, YH ;
Barnes, CE .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1999, (08) :1201-1202