Microwave-assisted organic synthesis versus conventional heating. A comparative study for Fisher glycosidation of monosaccharides

被引：14

作者：

Ceron-Camacho, Ricardo ^{[1
]}

Aburto, Jorge A. ^{[1
]}

Montiel, Luisa E. ^{[1
]}

Martinez-Palou, Rafael ^{[1
]}

机构：

[1] Inst Mexicano Petr, Programa Invest & Posgrado, Mexico City 07730, DF, Mexico

来源：

COMPTES RENDUS CHIMIE | 2013年 / 16卷 / 05期

关键词：

Glycosidation; Microwave-assisted synthesis; Surfactants; Thermal effect; ALKYL POLYGLYCOSIDES; SURFACTANTS;

D O I：

10.1016/j.crci.2012.12.011

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Fisher glycosidation of monosaccharides (D-glucose and D-mannose) with fatty alcohols was studied under microwave irradiation and conventional heating with strict internal temperature control using a fiber optic sensor. Surfactants were obtained in only 3 minutes under microwave at maximum power of 5 W to avoid overshoot and products decomposition. In contrast with the typical reported glycosidation methods, the reaction under conventional heating can be carried out at the same time and temperature with high conversion. (C) 2013 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.

引用

页码：427 / 432

页数：6

共 18 条

[1] Microwave-accelerated Fischer glycosylation [J].

Bornaghi, LF ;

Poulsen, SA .

TETRAHEDRON LETTERS, 2005, 46 (20) :3485-3488

[2] Efficient Microwave-Assisted Synthesis of Ionic Esterified Amino Acids [J].

Ceron-Camacho, Ricardo ;

Aburto, Jorge ;

Montiel, Luisa E. ;

Flores, Eugenio A. ;

Cuellar, Frisia ;

Martinez-Palou, Rafael .

MOLECULES, 2011, 16 (10) :8733-8744

[3] Microwaves in organic synthesis.: Thermal and non-thermal microwave effects [J].

de la Hoz, A ;

Díaz-Ortiz, A ;

Moreno, A .

CHEMICAL SOCIETY REVIEWS, 2005, 34 (02) :164-178

[4] Synthesis and characterization of some alkyl polyglycosides surfactants [J].

El-Sukkary, M. M. A. ;

Syed, Nagla A. ;

Aiad, Ismail ;

El-Azab, W. I. M. .

JOURNAL OF SURFACTANTS AND DETERGENTS, 2008, 11 (02) :129-137

[5] Determination and prediction of the average polymerization degree of alkyl polyglucosides [J].

Gorius, O ;

Bertho, JN ;

Nuzillard, JM .

ANALYTICA CHIMICA ACTA, 2001, 440 (02) :231-237

[6]

Hayes B. L., 2004, World Patent, Patent No. [04002617, WO 04002617]

[7]

Hill K., 1997, ALKYL POLYGLICOSIDES

[8]

Kappe CO, 2005, METH PRIN MED CHEM, V52, P1, DOI 10.1002/3527606556

[9]

Larhed M, 2006, TOP CURR CHEM, V266, P1, DOI 10.1007/11535799

[10]

Leadbeater N.E., 2011, Microwave Heating as a Tool for Sustainable Chemistry

← 1 2 →