Selective hydrogenolysis of furfural-derivative 2-methyltetrahydrofuran into pentanediol acetate and pentanol acetate over Pd/C and Sc(OTf)3 co-catalytic system

Selective hydrogenolysis of furfural-derivative 2-methyltetrahydrofuran into pentanediol acetate and pentanol acetate over Pd/C and Sc(OTf)3 co-catalytic system
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Pd/C 和 Sc(OTf)3 共催化体系选择性氢解糠醛衍生物 2-甲基四氢呋喃生成乙酸戊二醇和乙酸戊醇

DOI:
10.1002/cssc.201702073
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发表时间:
2017
期刊:
影响因子:
8.4
通讯作者:
Fu Yao
Fu Yao
中科院分区:
化学2区
文献类型:
--
作者:
Zhang Kun;Li Xing-Long;Chen Shi-Yan;Xu Hua-Jian;Deng Jin;Fu Yao

文献摘要

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将平台分子及其衍生物转化为具有广泛应用前景的高附加值醇具有重要意义。本研究涉及从糠醛中获得的 2-甲基四氢呋喃 (MTHF) 系统转化为乙酸 1-戊醇 (PA) 和乙酸 1,4-戊二醇 (PDA)。详细研究了路易斯酸种类、反应温度和氢气压力等反应参数。还进行了 1 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)3作为助催化体系,PA收率达到91.8%(150℃,3MPaH2,30min);使用Sc(OTf)3催化剂,PDA收率82%(150℃,30min)。同时,通过简单的皂化将乙酸酯有效转化为醇,并获得了良好的产率。
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.1H 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 H2, 30 min) was achieved by using Pd/C and Sc(OTf)3as a cocatalytic system and an 82 % yield of PDA was achieved (150 °C, 30 min) by using Sc(OTf)3catalyst. Simultaneously, the efficient conversion of acetic esters into alcohols by simple saponification was carried out and led to a good yield.