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http://dx.doi.org/10.13160/ricns.2015.8.4.235

Synthesis of N,N-Dimethylacetamide from Carbonylation of Trimethylamine by Rhodium(I) Complex Under Anhydrous Condition  

Hong, Jang-Hwan (Department of Nanopolymer Material Engineering, Pai Chai University)
Publication Information
Journal of Integrative Natural Science / v.8, no.4, 2015 , pp. 235-243 More about this Journal
Abstract
Rhodium(I)-complex of $[Rh(CO)_2I_2{^-}]$ catalyzed carbonylation of anhydrous-trimethylamine in the presence of methyl iodide to give DMAC (N,N-dimethylacetamide) in no solvent. The catalyst had been reused 20 times, the analyses and distillation of collected products showed that the yields of DMAC, MAA (N-methylacetamide), and DMF (N,N-dimethylformamide) were 82.3%, 12.6%, and 4.4%. The conversion rate of trimethylamine was 99 % and the selectivity of DMAC was 82.3% with TON (Turnover Number) of 700. Stepwise procedure of inner-sphere reductive elimination for the formation of DMAC was suggested instead of acyl iodide intermediate.
Keywords
Rhodium; Carbonylation; Trimethylamine; Dimethylacetamide; Tetramethylammonium Iodide; Intramolecular; Inner-sphere; Reductive-elimination;
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