Superior methodology for the nitration of simple aromatic compounds

被引:69
作者
Smith, K [1 ]
Musson, A [1 ]
DeBoos, GA [1 ]
机构
[1] ZENECA,HUDDERSFIELD WORK,HUDDERSFIELD HD2 1FF,W YORKSHIRE,ENGLAND
关键词
D O I
10.1039/cc9960000469
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Simple aromatic compounds such as benzene, alkylbenzenes and halogenobenzenes are nitrated in quantitative yield and with high para-selectivity in a solvent free process by use of a stoichiometric quantity of nitric acid and acetic anhydride at 0-20 degrees C in the presence of zeolite beta as catalyst; the zeolite can be recycled and the only by-product is acetic acid, which is easily separated from the nitration product by distillation; the process is inexpensive and highly convenient and represents the best currently available methodology for the clean syntheses of a range of simple nitroaromatic compounds.
引用
收藏
页码:469 / 470
页数:2
相关论文
共 15 条
[1]  
[Anonymous], NITRATION METHODS ME
[2]  
BUTTERS M, 1992, EH P ORGANIC CHEM S, P130
[3]  
Clark J.H., 1995, CHEM WASTE MINIMISAT
[4]   A PROCEDURE FOR QUANTITATIVE REGIOSELECTIVE NITRATION OF AROMATIC-HYDROCARBONS IN THE LABORATORY [J].
CORNELIS, A ;
DELAUDE, L ;
GERSTMANS, A ;
LASZLO, P .
TETRAHEDRON LETTERS, 1988, 29 (44) :5657-5660
[5]   APPLICATION OF H-ZSM-5 ZEOLITE FOR REGIOSELECTIVE MONONITRATION OF TOLUENE [J].
KWOK, TJ ;
JAYASURIYA, K ;
DAMAVARAPU, R ;
BRODMAN, BW .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (17) :4939-4942
[6]   REGIOSELECTIVE NITRATION OF AROMATIC-HYDROCARBONS BY METALLIC NITRATES ON THE K10 MONTMORILLONITE UNDER MENKE CONDITIONS [J].
LASZLO, P ;
VANDORMAEL, J .
CHEMISTRY LETTERS, 1988, (11) :1843-1846
[7]   CATALYSIS OF ORGANIC-REACTIONS BY INORGANIC SOLIDS [J].
LASZLO, P .
ACCOUNTS OF CHEMICAL RESEARCH, 1986, 19 (04) :121-127
[8]  
LASZLO P, 1988, CHEM LETT, P1839
[9]   NITRATION OF AROMATIC-COMPOUNDS WITH BENZOYL NITRATE ON ZEOLITES [J].
NAGY, SM ;
YAROVOY, KA ;
SHAKIROV, MM ;
SHUBIN, VG ;
VOSTRIKOVA, LA ;
IONE, KG .
JOURNAL OF MOLECULAR CATALYSIS, 1991, 64 (03) :L31-L34
[10]   AROMATIC-SUBSTITUTION .43. PERFLUORINATED RESINSULFONIC ACID-CATALYZED NITRATION OF AROMATICS [J].
OLAH, GA ;
MALHOTRA, R ;
NARANG, SC .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (24) :4628-4630