Improved Preparation of 3,3 ',4,4 '-tetramethyldiphenylethane by Self Coupling Reaciton in Aqueous Media

作者：Hu Yu Lin; Lu Ming^*; Liu Qi Fa; Ge Qiang

来源：Journal of the Chinese Chemical Society, 2009, 56(5): 1056-1063.

DOI：10.1002/jccs.200900153

• 3,3 ',4,4 '-tetramethyldiphenylethane
• Micellar catalysis
• Phase transfer catalysis
• Chloromethylation
• Self coupling reaciton

In this article, 3,3',4,4'-tetramethyldiphenylethane was obtained in 86.5% total yield by self coupling reaction of 3,4-dimethylbenzyl chloride catalyzed by Cu/Cu(2)Cl(2)/PEG-600 and promoted by iron in aqueous media and the starting material 3,4-dimethylbenzyl chloride was prepared by chloromethylation of o-xylene in CTAB micellar catalytic system. Compared to other synthetic methods, the improved method not only enhanced the yield, but also made the operating units easy workup. The mechanisms of the chloromethylation and the self coupling were proposed. The structures of the products were confirmed by Elemental analysis, (1)H NMR and (13)C NMR or compared with authentic samples.

• 出版日期2009-10
• 单位南京理工大学