Novel Bronsted acidic deep eutectic solvent as reaction media for esterification of carboxylic acid with alcohols

被引：94

作者：

De Santi, Valerio ^{[1
]}

Cardellini, Fabio ^{[1
]}

Brinchi, Lucia ^{[2
]}

Germani, Raimondo ^{[1
]}

机构：

[1] Univ Perugia, Dipartimento Chim, CEMIN, Ctr Eccellenza Mat Innovativi Nanostrutturati, I-06123 Perugia, Italy

[2] Ctr Ric Biomasse, CRB, Dipartimento Ingn Ind, I-06125 Perugia, Italy

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 38期

关键词：

Deep eutectic solvent; Bronsted acid; p-Toluenesulfonic acid; Fischer esterification; Ionic liquids; IONIC LIQUIDS; CHOLINE-CHLORIDE; ALKYL-HALIDES; EFFICIENT; CATALYST; ESTERS;

D O I：

10.1016/j.tetlet.2012.07.063

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New halogen-free Bronsted acidic deep eutectic solvents (DES) have been prepared by mixing new quaternary ammonium methanesulfonate salts with p-toluenesulfonic acid (PTSA). They have been used as dual solvent-catalyst for esterification of several carboxylic acids with different alcohols with a reagent molar ratio of 1:1. The method is mild, safe, and simple. Ease of recovery and reusability of DES with high activity makes this method efficient and eco-friendly. The tunability of DES properties, attained by changes in the cation, was performed in order to achieve various esters in good yields. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：5151 / 5155

页数：5

共 23 条

[1] Extraction of glycerol from biodiesel into a eutectic based ionic liquid [J].

Abbott, Andrew P. ;

Cullis, Paul M. ;

Gibson, Manda J. ;

Harris, Robert C. ;

Raven, Emma .

GREEN CHEMISTRY, 2007, 9 (08) :868-872

[2] Voltammetric and impedance studies of the electropolishing of type 316 stainless steel in a choline chloride based ionic liquid [J].

Abbott, Andrew P. ;

Capper, Glen ;

McKenzie, Katy J. ;

Ryder, Karl S. .

ELECTROCHIMICA ACTA, 2006, 51 (21) :4420-4425

[3] Glycerol eutectics as sustainable solvent systems [J].

Abbott, Andrew P. ;

Harris, Robert C. ;

Ryder, Karl S. ;

D'Agostino, Carmine ;

Gladden, Lynn F. ;

Mantle, Mick D. .

GREEN CHEMISTRY, 2011, 13 (01) :82-90

[4] Selective extraction of metals from mixed oxide matrixes using choline-based ionic liquids [J].

Abbott, AP ;

Capper, G ;

Davies, DL ;

Rasheed, RK ;

Shikotra, P .

INORGANIC CHEMISTRY, 2005, 44 (19) :6497-6499

[5] Deep eutectic solvents formed between choline chloride and carboxylic acids: Versatile alternatives to ionic liquids [J].

Abbott, AP ;

Boothby, D ;

Capper, G ;

Davies, DL ;

Rasheed, RK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (29) :9142-9147

[6] Novel solvent properties of choline chloride/urea mixtures [J].

Abbott, AP ;

Capper, G ;

Davies, DL ;

Rasheed, RK ;

Tambyrajah, V .

CHEMICAL COMMUNICATIONS, 2003, (01) :70-71

[7] Ionic liquids as reaction media for esterification of carboxylate sodium salts with alkyl halides [J].

Brinchi, L ;

Germani, R ;

Savelli, G .

TETRAHEDRON LETTERS, 2003, 44 (10) :2027-2029

[8] Efficient esteritication of carboxylic acids with alkyl halides catalyzed by fluoride ions in ionic liquids [J].

Brinchi, L ;

Germani, R ;

Savelli, G .

TETRAHEDRON LETTERS, 2003, 44 (35) :6583-6585

[9] One-pot α-nucleophilic fluorination of acetophenones in a deep eutectic solvent [J].

Chen, Zizhan ;

Zhu, Wei ;

Zheng, Zubiao ;

Zou, Xinzhuo .

JOURNAL OF FLUORINE CHEMISTRY, 2010, 131 (03) :340-344

[10] Novel bronsted acidic ionic liquids and their use as dual solvent-catalysts [J].

Cole, AC ;

Jensen, JL ;

Ntai, I ;

Tran, KLT ;

Weaver, KJ ;

Forbes, DC ;

Davis, JH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (21) :5962-5963

← 1 2 3 →