Synthesis of aromatic ketones by acylation of aryl ethers with carboxylic anhydrides in the presence of zeolite H-β (H-BEA) in the absence of solvent

被引:89
作者
Smith, K
Zhenhua, Z
Hodgson, PKG
机构
[1] Univ Coll Swansea, Dept Chem, Swansea SA2 8PP, W Glam, Wales
[2] BP Chem, Sunbury Res Lab, Sunbury TW16 7LN, Middx, England
关键词
acylation; zeolite; H-beta; catalyst; anisole; phenetole; diphenyl ether; acetic anhydride; synthesis; aromatic ketone;
D O I
10.1016/S1381-1169(98)00028-4
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 of anisole, phenetole or diphenyl ether with carboxylic anhydrides at 100 degrees C in the presence of catalytic quantities of zeolite H-beta gives the corresponding para-acylated products in high yield; the zeolite can be recovered, regenerated and reused to give almost the same yield as that given by fresh zeolite. (C) 1998 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:121 / 128
页数:8
相关论文
共 32 条
[1]  
AKPORIAYE DE, 1993, STUD SURF SCI CATAL, V78, P521
[2]  
[Anonymous], FRIEDELCRAFTS CHEM
[3]   STUDIES OF TRIFLUOROACETIC ACID .3. THE USE OF TRIFLUORO-ACETIC ANHYDRIDE IN THE SYNTHESIS OF AROMATIC KETONES AND SULPHONES [J].
BOURNE, EJ ;
STACEY, M ;
TATLOW, JC ;
TEDDER, JM .
JOURNAL OF THE CHEMICAL SOCIETY, 1951, (MAR) :718-720
[4]   ACYLATION REACTIONS CATALYSED BY STRONG ACIDS .1. EVIDENCE FOR THE EXISTENCE OF ACETYLIUM (THE ACETYL CATION), (CH3.CO)+, IN SOLUTIONS OF CONCENTRATED AQUEOUS PERCHLORIC ACID IN ACETIC ANHYDRIDE [J].
BURTON, H ;
PRAILL, PFG .
JOURNAL OF THE CHEMICAL SOCIETY, 1950, (APR) :1203-1206
[5]   ACYLATION REACTIONS CATALYSED BY STRONG ACIDS .2. ACETYL PERCHLORATE AS A C-ACETYLATING AGENT [J].
BURTON, H ;
PRAILL, PFG .
JOURNAL OF THE CHEMICAL SOCIETY, 1950, (AUG) :2034-2038
[6]   Molecular structure in relation to oestrogenic activity polynuclear analogues of gamma delta-di-(4-hydroxyphenyl)-n-hexane ('hexoestrol') [J].
Campbell, NR ;
Chattaway, FW .
PROCEEDINGS OF THE ROYAL SOCIETY SERIES B-BIOLOGICAL SCIENCES, 1942, 130 (861) :435-447
[7]   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
[8]   THE EFFECT OF STRUCTURE ON REACTIVITY IN ZEOLITE CATALYZED ACYLATION OF AROMATIC-COMPOUNDS - A RHO-SIGMA+ RELATIONSHIP [J].
CHICHE, B ;
FINIELS, A ;
GAUTHIER, C ;
GENESTE, P .
APPLIED CATALYSIS, 1987, 30 (02) :365-369
[9]   ACYLATION OF BENZENE COMPOUNDS WITH IODINE AS A CATALYST [J].
CHODROFF, S ;
KLEIN, HC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1948, 70 (04) :1647-1648
[10]   ENVIRONMENTALLY FRIENDLY CHEMISTRY USING SUPPORTED REAGENT CATALYSTS - STRUCTURE-PROPERTY RELATIONSHIPS FOR CLAYZIC [J].
CLARK, JH ;
CULLEN, SR ;
BARLOW, SJ ;
BASTOCK, TW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (06) :1117-1130