Abstract
Methyl glycolate (MG), as a precursor to ethylene glycol (EG), was synthesized by an efficient and eco-friendly procedure of one-pot, two-step, sequential reaction, including carbonylation and esterification from HCHO with Brönsted acidic ionic liquids (BAILs) as catalysts. MG was obtained in high yield under mild conditions. In addition, the catalyst could be recycled eight times after separating the unreacted materials and products from the reaction system by distillation under vacuum and no significant decrease in catalytic activity was observed.
Graphical Abstract
Methyl glycolate (MG) was successfully synthesized from the carbonylation of HCHO using Brönsted acidic ionic liquids (BAILs) as catalysts, followed by esterification with methanol. The conversion of HCHO and yield of MG could up to 99.2% and 98.0%, respectively. The catalyst and solvent could be separated and reused at least eight times without apparently loss of activity.
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References
Berty JM (1983) In: Leach BL (ed) Applied industrial catalysis, vol 1. Academic Press, New York
Pruett RL, Walker WE (1976) US Patent 3,957,857, 6 April 1976
Jacobson SE (1987) J Mol Catal 41:163
Larson AT (1939) US Patent 2,153,064, 4 April 1939
Lee SY, Kim JC, Lee JS, Kim YG (1993) Ind Eng Chem Res 32:253
Loder DJ (1939) US Patent 2,152,852, 4 April 1939
Souma Y, Sano H (1982) Nippon Kagaku Kaishi 2:263
Xu Q, Souma Y (1998) Top Catal 6:17
Xu Q (2002) Coord Chem Rev 231:83
Sugita N (1991) Sekiyu Gakkaishi 34:13
Sun Y, Wang H, Shen JH, Liu HC, Liu ZM (2009) Catal Commun 10:678
Celik FE, Lawrence H, Bell AT (2008) J Mol Catal A Chem 288:87
Barri SAI, Chadwick D (2011) Catal Lett 141:749
Parvulescu VI, Hardacre C (2007) Chem Rev 107:2615
Li T, Souma Y, Xu Q (2006) Catal Today 111:288
Cole AC, Jensen JL, Ntai I, Tran KLT, Weaver KJ, Forbes DC, Davis JH (2002) J Am Chem Soc 124:5962
Hopkinson AC, Holbrook NK, Yates K, Csizmadia IG (1968) J Chem Phys 49:3596
Gu YL, Zhang J, Deng ZY, Deng YQ (2005) Adv Synth Catal 347:512
Xu F, Chen HY, Zhang HB, Zhou XH, Cheng GH (2009) J Mol Catal A Chem 307:9
Coetzee JF, Bertozzi RJ (1973) Anal Chem 45:1064
Acknowledgments
This study was supported by National Basic Research Program of China (973 Program) 2011CB201404 and the Key Project of the National Twelfth-Five Year Research Program of China 2011BAE17B00.
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Song, H., Li, Z., Chen, J. et al. Brönsted Acidic Ionic Liquids as Efficient and Recyclable Catalysts for the Carbonylation of Formaldehyde. Catal Lett 142, 81–86 (2012). https://doi.org/10.1007/s10562-011-0708-x
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DOI: https://doi.org/10.1007/s10562-011-0708-x