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Direct Coupling of Cs<sub>2</sub>CO<sub>3</sub> and Alcohols for the Synthesis of Dimethyl, Diethyl, and Various Dialkyl Carbonates
Direct Coupling of Cs2CO3 and Alcohols for the Synthesis of Dimethyl, Diethyl, and Various Dialkyl Carbonates
Bulletin of the Korean Chemical Society. 2014. Feb, 35(2): 622-624
Copyright © 2014, Korea Chemical Society
  • Received : September 18, 2013
  • Accepted : November 09, 2013
  • Published : February 20, 2014
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About the Authors
Yu Na Lim
Division of Energy Systems Research, Ajou University, Suwon 443-749, Korea
Xi Wang
Division of Energy Systems Research, Ajou University, Suwon 443-749, Korea
Eun-Jin Park
Division of Energy Systems Research, Ajou University, Suwon 443-749, Korea
Hye-Young Jang
Korea Carbon Capture & Sequestration R&D Center, Deajeon 305-343, Korea.

Abstract
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Experimental
Representative Procedure for Carbonates Synthesis from Cs2CO3. A mixture of cinnamyl alcohol (67.1 mg, 0.5 mmol), Cs 2 CO 3 (325.8 mg, 1 mmol) and 1- n -butyl-3-methylimidazolium hexafluorophosphate (bmimPF 6 ) (0.1 mL) in dibromomethane (1 mL) was equipped with a seal tube and stirred for 18 h at 70 ℃. The reaction mixture was evaporated and purified by flash column chromatography (silica gel) (2% Ether/hexane) to obtain dicinnamyl carbonate ( 1 ) 69.0 mg (94%).
Representative Procedure for Synthesis of Low-molecular-weight Carbonates (DMC and DEC). A mixture of methanol (16.0 mg, 0.5 mmol), Cs 2 CO 3 (325.8 mg, 1 mmol), 1- n -butyl-3-methylimidazolium hexafluorophosphate(bmimPF 6 ) (0.1 mL) and tetradecane (19.8 mg, 0.1 mmol) in dibromomethane (1 mL) was equipped with a seal tube and stirred for 18 h at 70 ℃. The yield was determined by GC analysis of the reaction mixture using tetradecane as an internal standard; average of three runs.
Acknowledgements
This study was supported by the Korea Research Foundation (No. 2009-0094046 and 2013-008819) and a Korea CCS R&D Center (KCRC) grant funded by the Korean Government (Ministry of Education, Science and Technology; No. 2012-0008935).Supporting Information.Experimental procedures and1H NMR and13C NMR spectra.
References
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