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Citation: ZHANG Yong-Qiang, HE Quan-Guo, JIANG Huan-Mei, DENG Yan, XIE Wei-Yue, JIANG You-Qing, WU Wei-Qing. An Improved Preparation Method of 2,6-Dimethylphenyl Boronic Acid[J]. Chinese Journal of Applied Chemistry, ;2007, 24(10): 1216-1218. shu

An Improved Preparation Method of 2,6-Dimethylphenyl Boronic Acid

1.
a Hunan Key Laboratory of Green Packaging and Application of Biological Nanotechnology, Hunan University of Technology, Zhuzhou 412008;
2.
b Institute of Light Industry of Hunan Province, Changsha

Corresponding author: DENG Yan,
Received Date: 8 October 2006
Available Online: 25 December 2006
Fund Project: 国家自然科学基金青年基金(20505020) (20505020)湖南省教育厅科研基金(05C508) (05C508)

2,6-Dimethylphenyl boronic acid was prepared from tributyl borate and Grignard reagent. An optimized process was obtained by investigating the influence of temperature, boronization reagent and reactant proportion on the yield. Grignard reagent was prepared from 2,6-dimethylphenyl bromide and 0.12 mol Mg at 43℃ in 1.5 h with a yield of 98.2%, then it reacted with 0.2 mol tributyl borate at -10℃, and the reaction mixture was hydrolyzed in an acid medium after the temperature was increased to 20℃ in 2 h. The total yield is 72.2%, which is much higher than that(51%) of using organic lithium and the experimental conditions are more moderate. The product was characterized by ¹H NMR, mass spectrometry and IR.
- Grignard reagent,
- dimethylphenyl boronic acid,
- preparation,
- characterization
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