Microwave promoted rapid nitration of phenolic compounds with calcium nitrate

被引:48
作者
Bose, AK [1 ]
Ganguly, SN
Manhas, MS
Rao, S
Speck, J
Pekelny, U
Pombo-Villars, E
机构
[1] Stevens Inst Technol, Dept Chem & Biol Chem, George Barasch Bioorgan Res Lab, Hoboken, NJ 07030 USA
[2] Novartis Pharmaceut Corp, E Hanover, NJ 07936 USA
关键词
microwave-assisted nitration; Green chemistry approach; Mononitro phenol; calcium nitrate for nitration; N-15-labeled compounds;
D O I
10.1016/j.tetlet.2006.01.094
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Highly accelerated and safe nitration of phenolic compounds has been found to be feasible with a mixture of calcium nitrate and acetic acid as an efficient nitration agent under brief microwave irradiation. This method is compatible with the green chemistry approach because calcium salts-the inorganic byproducts-can be useful agrochemicals rather than waste chemicals. Commercially available N-15-labeled calcium nitrate is convenient for the preparation of N-15-labeled compounds for metabolic studies and mass spectrometry. This safe nitration method can be included in laboratory experiments for high school and college students. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1885 / 1888
页数:4
相关论文
共 6 条
[1]  
BOSE AK, 1990, HETEROCYCLES, V30, P741
[2]  
BOSE AK, 2002, SYNTHESIS-STUTTGART, V1578, P1591
[3]  
HUAROTTE MP, 2001, THESIS STEVENS I TEC
[4]  
KRONETHAL DR, 1982, J ORG CHEM, V47, P383
[5]   VASTLY IMPROVED PARA PREFERENCE IN THE NITRATION OF HALOBENZENES [J].
LASZLO, P ;
PENNETREAU, P .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (12) :2407-2410
[6]   Selective nitration of aromatic compounds with bismuth subnitrate and thionyl chloride [J].
Muathen, HA .
MOLECULES, 2003, 8 (07) :593-598