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Significant Heterogeneous Carbonate Salt Catalyzed Acetylation of Alcohols via a Transesterification Process with Carbonate Salt-activated Alcohol 1H NMR Evidence 被引量:3

Significant Heterogeneous Carbonate Salt Catalyzed Acetylation of Alcohols via a Transesterification Process with Carbonate Salt-activated Alcohol 1H NMR Evidence
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摘要 Heterogeneous carbonate salt catalyzed acetylation of alcohols via a transesterification process has been devel- oped. Various esters are furnished up to 97% yield. Established procedure is simple and air-tolerant with readily available reagents. Ethyl acetate and isobutyl acetate are used as not only acetylating agents, but also reaction sol- vents in transesterification. Aliphatic linear alcohols, allylic alcohols and benzyl alcohols show high reactivities in the presence of 1 or 5 mol% Cs2CO3 at 125 ℃. Cesium carbonate can be recycled by pumping liquid phase out of reactor after reaction. During four cycle runs for reaction of 2-phenylethanol and ethyl acetate, high yields of phenethyl acetate are provided (〉60% yield). Based on experiments and 1H NMR investigation, bifunctional catalysis is proposed, alcohol activated by carbonate ion is confirmed, and higher activity of catalytic amount than stoichiometric cesium carbonate is interpreted. Heterogeneous carbonate salt catalyzed acetylation of alcohols via a transesterification process has been devel- oped. Various esters are furnished up to 97% yield. Established procedure is simple and air-tolerant with readily available reagents. Ethyl acetate and isobutyl acetate are used as not only acetylating agents, but also reaction sol- vents in transesterification. Aliphatic linear alcohols, allylic alcohols and benzyl alcohols show high reactivities in the presence of 1 or 5 mol% Cs2CO3 at 125 ℃. Cesium carbonate can be recycled by pumping liquid phase out of reactor after reaction. During four cycle runs for reaction of 2-phenylethanol and ethyl acetate, high yields of phenethyl acetate are provided (〉60% yield). Based on experiments and 1H NMR investigation, bifunctional catalysis is proposed, alcohol activated by carbonate ion is confirmed, and higher activity of catalytic amount than stoichiometric cesium carbonate is interpreted.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2011年第6期1143-1148,共6页 中国化学(英文版)
基金 Project supported by the Natural Science Foundation Project of CQ CSTC (No. 2010BB5064), Sharing Fund of Chongqing University's Large-Scale Equipment (No. 2010063040), Scientific Research Fund of Chongqing University for the Introduction of Talent (No. CDJRC 10220004), Innovative Talent Training Project of Chongqing University, the Third Stage of "211 Project" (No. S-09103) and Chongqing Municipal Education Commission Project (No. KJ-091201).
关键词 ACETYLATION ALCOHOLS cesium carbonate ESTER NMR analysis TRANSESTERIFICATION acetylation, alcohols, cesium carbonate, ester, NMR analysis, transesterification
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