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在一锅法反醛缩合和氢化过程中,对 C6 醛糖向 C2、C4 和 C6 醛糖醇的转化进行产物控制和深入了解。

Product Control and Insight into Conversion of C6 Aldose Toward C2, C4 and C6 Alditols in One-Pot Retro-Aldol Condensation and Hydrogenation Processes.

机构信息

Department of Chemistry, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Laboratory of Advanced Materials, Collaborative Innovation Centre of Chemistry for Energy Materials, Fudan University, 200433 postcode is missing, Shanghai city is missing, P. R. China.

出版信息

ChemistryOpen. 2021 May;10(5):560-566. doi: 10.1002/open.202100023.

Abstract

Alcohols have a wide range of applicability, and their functions vary with the carbon numbers. C6 and C4 alditols are alternative of sweetener, as well as significant pharmaceutical and chemical intermediates, which are mainly obtained through the fermentation of microorganism currently. Similarly, as a bulk chemical, C2 alditol plays a decisive role in chemical synthesis. However, among them, few works have been focused on the chemical production of C4 alditol yet due to its difficult accumulation. In this paper, under a static and semi-flowing procedure, we have achieved the product control during the conversion of C6 aldose toward C6 alditol, C4 alditol and C2 alditol, respectively. About C4 alditol yield of 20 % and C4 plus C6 alditols yield of 60 % are acquired in the one-pot conversion via a cascade retro-aldol condensation and hydrogenation process. Furthermore, in the semi-flowing condition, the yield of ethylene glycol is up to 73 % thanks to its low instantaneous concentration.

摘要

醇类具有广泛的适用性,其功能随碳原子数的变化而变化。C6 和 C4 糖醇是甜味剂的替代品,也是重要的医药和化工中间体,目前主要通过微生物发酵获得。同样,作为一种大宗化学品,C2 糖醇在化学合成中起着决定性的作用。然而,由于 C4 糖醇难以积累,目前针对其化学生产的研究工作很少。本文在静态和半流动条件下,分别实现了 C6 醛糖向 C6 糖醇、C4 糖醇和 C2 糖醇转化过程中的产物控制。一锅法通过级联反醛缩合和氢化反应,可获得 20%的 C4 糖醇收率和 60%的 C4+C6 糖醇收率。此外,在半流动条件下,由于其瞬时浓度低,乙二醇的收率高达 73%。

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