ACYLATION OF A SUBSTITUTED BENZOFURAN OVER AN HY ZEOLITE AND ITS SUBSEQUENT DEACYLATION AND REACYLATION

被引:10
作者
AMOUZEGH, P
FINIELS, A
GENESTE, P
GINESTAR, E
MOREAU, P
机构
[1] Laboratoire des Matériaux Catalytiques et Catalyse en Chimie Organique, URA CNRS 418, Ecole Nationale Supérieure de Chimie, Montpellier Cedex 1, 34053
关键词
BENZOFURAN; ACYLATION REACTION; HY ZEOLITES; LIQUID PHASE; 4-METHOXYBENZOIC ACID;
D O I
10.1007/BF00806889
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
The acylation reaction of 2-butylbenzofuran with p-anisoyl chloride and p-anisic acid in the presence of faujasite type zeolites, in the liquid phase, is reported. A good initial selectivity to the 3-acylated derivative is obtained, but the selectivity decreases with time. This result is explained by the involvement of a deacylation-reacylation process.
引用
收藏
页码:389 / 394
页数:6
相关论文
共 15 条
[1]   REMARKABLE REVERSIBILITY IN AROMATIC FRIEDEL-CRAFTS ACYLATIONS - PARA REVERSIBLE ORTHO ACYL REARRANGEMENTS OF FLUOROFLUORENONES IN POLYPHOSPHORIC ACID [J].
AGRANAT, I ;
BENTOR, Y ;
SHIH, YS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (21) :7068-7070
[2]   OXYGEN HETEROCYCLES .3. THE REACTIVITY OF BENZOFURAN AND 2-ALKYLBENZOFURANS [J].
BISAGNI, M ;
BUUHOI, NP ;
ROYER, R .
JOURNAL OF THE CHEMICAL SOCIETY, 1955, :3688-3693
[3]   FRIEDEL-CRAFTS ACYLATION OF TOLUENE AND PARA-XYLENE WITH CARBOXYLIC-ACIDS CATALYZED BY ZEOLITES [J].
CHICHE, B ;
FINIELS, A ;
GAUTHIER, C ;
GENESTE, P ;
GRAILLE, J ;
PIOCH, D .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (11) :2128-2130
[4]  
FINIELS A, 1993, STUD SURF SCI CATAL, V78, P595
[5]  
GAUTHIER C, 1987, APPL CATAL, V30, P365
[6]   THE SHAPE-SELECTIVE ACYLATION OF 2-METHOXYNAPHTHALENE, CATALYZED BY ZEOLITES-Y, ZEOLITE-BETA AND ZEOLITE-ZSM-12 [J].
HARVEY, G ;
MADER, G .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1992, 57 (04) :862-868
[7]  
HOI NPB, 1957, J CHEM SOC, P625
[8]   ZEOLITES - CATALYSTS FOR ORGANIC SYNTHESES [J].
HOLDERICH, W ;
HESSE, M ;
NAUMANN, F .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (02) :226-246
[9]  
HOLDERICH WF, 1991, INTRO ZEOLITE SCI PR
[10]  
MARCH J, 1985, ADV ORGANIC CHEM