A simple and efficient method of preparing α-bromo carboxylic acids

被引:10
作者
Zhang, LH [1 ]
Duan, JX [1 ]
Xu, YL [1 ]
Dolbier, WR [1 ]
机构
[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA
关键词
D O I
10.1016/S0040-4039(98)02204-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and convenient method for alpha-bromination of aliphatic carboxylic acids is reported. Heating carboxylic acids for 16 hours at 85 degrees C in trifluoroacetic acid with 1.5 equivalents of N-bromosuccinimide and a catalytic amount of concentrated H2SO4 leads to good yields of the respective alpha-bromocarboxylic acids. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9621 / 9622
页数:2
相关论文
共 9 条
[1]  
CARPINO LA, 1988, ORG SYNTH, V6, P403
[2]  
DUAN J, UNPUB
[3]   EFFICIENT ALPHA-HALOGENATION OF ACYL CHLORIDES BY N-BROMOSUCCINIMIDE, N-CHLOROSUCCINIMIDE, AND MOLECULAR IODINE [J].
HARPP, DN ;
BAO, LQ ;
BLACK, CJ ;
GLEASON, JG ;
SMITH, RA .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (23) :3420-3427
[4]  
HARPP DN, 1988, ORG SYNTH, V6, P190
[5]  
Hell C, 1881, BER DTSCH CHEM GES, V14, P891
[6]   The action of halogens on compounds containing the carbonyl group [J].
Lapworth, A .
JOURNAL OF THE CHEMICAL SOCIETY, 1904, 85 :30-42
[7]   KINETICS OF ACID-CATALYZED ALPHA-BROMINATION OF ALIPHATIC-ACIDS [J].
OGATA, Y ;
SUGIMOTO, T .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (19) :3684-3687
[8]  
Volhard J, 1887, LIEBIGS ANN CHEM, V242, P141
[9]  
Zelinsky, 1887, BER, V20, P2026