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Process systems for the carbonate interchange reactions of DMC and alcohols: efficient synthesis of catechol carbonate†
Catalysis Science & Technology ( IF 5 ) Pub Date : 2018-03-14 00:00:00 , DOI: 10.1039/c8cy00119g
Tommaso Tabanelli 1, 2, 3, 4 , Simone Cailotto 4, 5, 6, 7 , Jyah Strachan 4, 5, 6, 7, 8 , Anthony F. Masters 8, 9, 10, 11 , Thomas Maschmeyer 8, 9, 10, 11 , Alvise Perosa 4, 5, 6, 7 , Fabrizio Cavani 1, 2, 3, 4
Affiliation  

A range of organic carbonates was synthesised from dimethylcarbonate (DMC) and different alcohols by base-catalysed carbonate interchange reactions (CIRs). Dimethyl carbonate – used as a green and efficient reagent as well as the reaction solvent – was coupled to methanol-removing systems to break the reaction equilibrium and thus obtain near quantitative yields of the desired carbonates. Two different methanol-removing systems are described, one based on azeotropic distillation (reactive azeotropic distillation, RAD) and one based on methanol absorption (reactive vapour absorption, RVA). A comparison between the two systems is described and some conclusions based on reaction metrics are discussed. The methods were applied to the synthesis of aliphatic asymmetric alkyl-methyl carbonates and to the synthesis of catechol carbonate, using both homogeneous (NaOMe and trioctylmethylphosphonium methylcarbonate, P8881-MC) as well as heterogeneous (MgO) catalysts.

中文翻译:

DMC与醇类碳酸盐互换反应的工艺系统:碳酸邻苯二酚的有效合成

通过碱催化的碳酸盐交换反应(CIR),由碳酸二甲酯(DMC)和不同的醇合成了一系列有机碳酸盐。碳酸二甲酯(一种用作绿色高效试剂以及反应溶剂)与脱甲醇系统偶联,破坏了反应平衡,从而获得了所需碳酸酯的近乎定量的收率。描述了两种不同的甲醇去除系统,一种基于共沸蒸馏(反应性共沸蒸馏,RAD),另一种基于甲醇吸收(反应性蒸气吸收,RVA)。描述了两种系统之间的比较,并讨论了基于反应指标的一些结论。该方法适用于脂肪族不对称烷基碳酸甲酯的合成和碳酸儿茶酚的合成,8881- MC)以及非均相(MgO)催化剂。
更新日期:2018-03-14
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