Catalytic Alkylation of 2-Methylfuran with Formalin Using Supported Acidic Ionic Liquids

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• 作者：Hu Li ; Shunmugavel Saravanamurugan ; Song Yang ; Anders Riisager
• 刊名：ACS Sustainable Chemistry & Engineering
• 出版年：2015
• 出版时间：December 7, 2015
• 年：2015
• 卷：3
• 期：12
• 页码：3274-3280
• 全文大小：426K
• ISSN：2168-0485

文摘

Biphasic alkylation of 2-methylfuran (2-MF) with formalin was carried out with a series of SBA-15 supported acidic ionic liquid catalysts (acidic SILCs) under mild reaction conditions. Acidic SILC with sulfonic acid groups (SO₃H) and long alkyl chains was observed to have higher catalytic activity than commercial sulfonic acid resin catalysts for the alkylation reaction in terms of TONs/TOFs as well as selectivity (90%) toward the C₁₁ oxygenate bis(5-methylfuran-2-yl)methane (BMFM). The reaction product was easily separated by addition of the nonpolar solvent n-heptane and additional water to form a biphasic system. The reactivity of other biomass-based substrates such as 3,4-dimethoxybenzaldehyde, furfural, glycolaldehyde, and glyceraldehyde was also investigated over acidic SILCs, and excellent yields of about 80% or higher were obtained of the corresponding condensed products (except from glyceraldehyde). Easy catalyst recovery from the aqueous phase after extraction of BMFM with n-heptane and reusability for at least five consecutive reaction runs without significant loss of catalyst activity was further exemplified for a selected catalyst.