Hefei National Laboratory for Physical Sciences at the Microscale, iChEM, CAS Key Laboratory of Urban Pollutant Conversion, Anhui, Province Key Laboratory of Biomass Clean Energy, Department of Chemistry, University of Science and Technology of China, Hefei, 230026, P. R. China.
Nano Science and Technology Institute, University of Science and Technology of China, Suzhou, 215123, P. R. China.
ChemSusChem. 2018 Feb 22;11(4):726-734. doi: 10.1002/cssc.201702073. Epub 2018 Jan 26.
It is of great significance to convert platform molecules and their derivatives into high value-added alcohols, which have multitudinous applications. This study concerns systematic conversion of 2-methyltetrahydrofuran (MTHF), which is obtained from furfural, into 1-pentanol acetate (PA) and 1,4-pentanediol acetate (PDA). Reaction parameters, such as the Lewis acid species, reaction temperature, and hydrogen pressure, were investigated in detail. H NMR spectroscopy and reaction dynamics study were also conducted to help clarify the reaction mechanism. Results suggested that cleavage of the primary alcohol acetate was less facile than that of the secondary alcohol acetate, with the main product being PA. A PA yield of 91.8 % (150 °C, 3 MPa H , 30 min) was achieved by using Pd/C and Sc(OTf) as a cocatalytic system and an 82 % yield of PDA was achieved (150 °C, 30 min) by using Sc(OTf) catalyst. Simultaneously, the efficient conversion of acetic esters into alcohols by simple saponification was carried out and led to a good yield.
将平台分子及其衍生物转化为高附加值的醇类具有重要意义，这些醇类具有广泛的应用。本研究涉及系统地将 2-甲基四氢呋喃（MTHF）转化为 1-戊醇乙酸酯（PA）和 1,4-戊二醇乙酸酯（PDA），MTHF 是由糠醛制得的。详细考察了Lewis 酸种类、反应温度和氢气压力等反应参数。还进行了 H NMR 光谱和反应动力学研究，以帮助阐明反应机理。结果表明，伯醇乙酸酯的裂解不如仲醇乙酸酯容易，主要产物是 PA。使用 Pd/C 和 Sc(OTf)作为共催化剂体系，在 150°C、3 MPa H2、30 分钟的条件下，PA 的收率达到 91.8%（150°C、30 分钟），使用 Sc(OTf)催化剂时，PDA 的收率达到 82%。同时，通过简单皂化将乙酸酯高效转化为醇类，产率良好。
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