Preparation and characterization of 2,6-dimethylphenyl boronic acid

ORGN 624

Nongyue He, nyhe1958@163.com1, Yan Deng, dy_dengyan@yahoo.com.cn2, Huanmei Jiang, nongyue580210@yahoo.com.cn2, Yongqiang Zhang, nongyue580210@yahoo.com.cn2, and Quanguo He2. (1) State Key Laboratory of Bioelectronics, Southeast University, Si Pai Lou 2#, 210096 Nanjing, China, (2) Hunan Key Laboratory of Green-Packaging and Application of Biological Nanotechnology, Hunan University of Technology, Wenhua Lu 2, Zhuzhou, 412008, China
2,6-dimethylphenyl boronic acid was prepared using tributyl borate and Grignard reagent. A optimized process was obtained by investigating the influence of the temperature and reactant proportion to the yield. First, Grignard reagent was prepared (yield is 98.2%), and then reacted with tributyl borate at 263 K, then hydrolyzed in acid medium after the temperature was increased to 293 K in a short time. The isolated yield is 72.2%, which is much higher than that by organic lithium method (51%). The products were verified by 1H NMR and mass spectrum characterization.
 

Asymmetric Reactions, Combinatorial Chemistry, Molecular Recognition and Self-Assembly, Proteins, Peptides, Amino Acids and Enzyme Inhibitors
8:00 PM-10:00 PM, Wednesday, March 28, 2007 Hyatt Regency Chicago -- Riverside Center, Poster

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007