Koch carbonylation of tertiary alcohols in the presence of acidic ionic liquids

被引:44
作者
Qiao, Kun [1 ]
Yokoyama, Chiaki [1 ]
机构
[1] Tohoku Univ, Inst Multidisciplinary Res Adv Mat, Aoba Ku, Sendai, Miyagi 9808577, Japan
关键词
Koch carbonylation; ionic liquid;
D O I
10.1016/j.catcom.2005.12.009
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Koch carbonylation of tertiary alcohol with CO was carried out in decane in the presence of acidic ionic liquid, which presents a novel application of acidic ionic liquid as well as a novel reaction system for Koch reaction that can offer good reusability and easy separation of product. Used as the probe reaction, carbonylation of tert-butyl alcohol with CO to pivalic acid was investigated under varying reaction conditions. A negative effect of air or water as additives on the yield of product was observed, while increasing the CO pressure from 4 to 8 MPa could remarkably benefit the reaction. Increasing reaction temperature from 120 to 160 degrees C also played a positive role, but a further elevation to 170 degrees C will lead to the decrease of product yield. (c) 2005 Published by Elsevier B.V.
引用
收藏
页码:450 / 453
页数:4
相关论文
共 17 条
[1]   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
[2]   Ionic liquid (molten salt) phase organometallic catalysis [J].
Dupont, J ;
de Souza, RF ;
Suarez, PAZ .
CHEMICAL REVIEWS, 2002, 102 (10) :3667-3691
[3]   New developments in catalysis using ionic liquids [J].
Gordon, CM .
APPLIED CATALYSIS A-GENERAL, 2001, 222 (1-2) :101-117
[4]  
Koch H., 1955, BRENNST CHEM, V36, P321
[5]   Solid acid catalysts for converting alkenes and alkanols to carboxylic acids [J].
Lange, JP ;
Petrus, L .
APPLIED CATALYSIS A-GENERAL, 2001, 216 (1-2) :285-294
[6]   Koch carbonylation using silver trifluoromethanesulfonate [J].
Mori, H ;
Mori, A ;
Xu, Q ;
Souma, Y .
TETRAHEDRON LETTERS, 2002, 43 (44) :7871-7874
[7]   Novel application of a solid super acid, sulfated zirconia, as a catalyst for Koch carbonylation reaction [J].
Mori, H ;
Wada, A ;
Xu, Q ;
Souma, Y .
CHEMISTRY LETTERS, 2000, (02) :136-137
[8]   Preparation of ε-caprolactam via Beckmann rearrangement of cyclohexanone oxime:: A mild and recyclable process [J].
Qiao, K ;
Deng, YQ ;
Yokoyama, C ;
Sato, H ;
Yamashina, M .
CHEMISTRY LETTERS, 2004, 33 (10) :1350-1351
[9]   Nitration of aromatic compounds with nitric acid catalyzed by ionic liquids [J].
Qiao, K ;
Yokoyama, C .
CHEMISTRY LETTERS, 2004, 33 (07) :808-809
[10]   Novel acidic ionic liquids catalytic systems for Friedel-Crafts alkylation of aromatic compounds with alkenes [J].
Qiao, K ;
Yokoyama, C .
CHEMISTRY LETTERS, 2004, 33 (04) :472-473