BASE CATALYSIS FOR FINE CHEMICALS PRODUCTION - CLAISEN-SCHMIDT CONDENSATION ON ZEOLITES AND HYDROTALCITES FOR THE PRODUCTION OF CHALCONES AND FLAVANONES OF PHARMACEUTICAL INTEREST

被引:338
作者
CLIMENT, MJ [1 ]
CORMA, A [1 ]
IBORRA, S [1 ]
PRIMO, J [1 ]
机构
[1] UNIV POLITECN VALENCIA,CSIC,INST TECNOL QUIM,E-46071 VALENCIA,SPAIN
关键词
D O I
10.1006/jcat.1995.1008
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
Chalcones and flavanones of commercial interest have been obtained with high yields and selectivities using solid base catalysts derived from hydrotalcites. The Al/(Al + Mg) ratio and hydrotalcite crystallite size are important parameters controlling catalyst activity. These catalysts give better results than acid- (HY) or alkaline-exchanged Y zeolites. An optimized hydrotalcite shows excellent catalytic properties for the synthesis of 2',4,4'-trimethoxychalcone (Vesidryl), a product of pharmacological interest. The reactivity of substituted acetophenones and benzaldehyde follows the Hammet correlation. In addition to electronic effects, geometrical effects can also play a role in the reactivity of substituted acetophenones and benzaldehyde. (C) 1995 Academic Press, Inc.
引用
收藏
页码:60 / 66
页数:7
相关论文
共 31 条
[1]   BA(OH)2 AS THE CATALYST IN ORGANIC-REACTIONS .14. MECHANISM OF CLAISEN-SCHMIDT CONDENSATION IN SOLID LIQUID CONDITIONS [J].
AGUILERA, A ;
ALCANTARA, AR ;
MARINAS, JM ;
SINISTERRA, IV .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1987, 65 (06) :1165-1171
[2]  
BARTON D, 1979, COMPREHENSIVE ORGANI, V5, P950
[3]   Condensations. XI. Condensations of certain active hydrogen compounds effected by boron trifluoride and aluminum chloride [J].
Breslow, DS ;
Hauser, CR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1940, 62 :2385-2388
[4]   Reactions in the presence of metallic halides I beta-unsaturated ketone formation as a side reaction in Friedel-Crafts acylations [J].
Calloway, NO ;
Green, LD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1937, 59 :809-811
[5]   HYDROTALCITE-TYPE ANIONIC CLAYS: PREPARATION, PROPERTIES AND APPLICATIONS [J].
Cavani, F. ;
Trifiro, F. ;
Vaccari, A. .
CATALYSIS TODAY, 1991, 11 (02) :173-301
[6]   ZEOLITES AS CATALYSTS IN ORGANIC-REACTIONS - CONDENSATION OF ALDEHYDES WITH BENZENE-DERIVATIVES [J].
CLIMENT, MJ ;
CORMA, A ;
GARCIA, H ;
PRIMO, J .
JOURNAL OF CATALYSIS, 1991, 130 (01) :138-146
[7]   DETERMINATION OF BASE PROPERTIES OF HYDROTALCITES - CONDENSATION OF BENZALDEHYDE WITH ETHYL ACETOACETATE [J].
CORMA, A ;
FORNES, V ;
MARTINARANDA, RM ;
REY, F .
JOURNAL OF CATALYSIS, 1992, 134 (01) :58-65
[8]   ZEOLITES AS BASE CATALYSTS - CONDENSATION OF ALDEHYDES WITH DERIVATIVES OF MALONIC ESTERS [J].
CORMA, A ;
FORNES, V ;
MARTINARANDA, RM ;
GARCIA, H ;
PRIMO, J .
APPLIED CATALYSIS, 1990, 59 (02) :237-248
[9]  
CORMA A, 1990, CATAL LETT, V4, P85
[10]  
CORMA A, 1985, Patent No. 4542002