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Method for catalyzing hydroxyalkylation-alkylation reaction of 2-methylfuran by using ionic liquid

A technology for methyl furan hydroxyalkyl and alkylation reactions, applied in chemical recovery, organic chemistry and other directions, to achieve the effect of easy recovery and recycling and less environmental pollution

Inactive Publication Date: 2015-01-14
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Acid-functionalized ionic liquids have been used in many important catalytic and organic reactions such as esterification, condensation, rearrangement, and C-heteroatom bond formation. As far as we know, there is no research report using acid-functionalized ionic liquids as catalysts. Catalytic Hydroxyalkylation-Alkylation of 2-Methylfuran

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025]2-Methylfuran (4.93 g, 0.06 mol), deionized water (3.24 g, 0.18 mol) and (4-(3-methyl-1-imidazole)-1-butanesulfonic acid bisulfate ionic liquid (0.949 g, 3.0 mmol) were mixed, and the reaction was stirred at 50 ° C. After 16 hours, the upper organic phase was separated, and after vacuum distillation, 5,5-di(5-methyl-2-furyl)-2- Pentanone with a yield of 70% to 2-methylfuran.

Embodiment 2

[0027] 2-Methylfuran (4.93 g, 0.06 mol), deionized water (3.24 g, 0.18 mol) and 3-(3-methyl-1-imidazole)-1-propanesulfonic acid bisulfate ionic liquid (0.907 g, 3.0 mmol) and stirred at 50°C. After 16 hours, the upper organic phase was separated, and after distillation under reduced pressure, 5,5-bis(5-methyl-2-furyl)-2-pentanone was obtained in a yield of 80% for 2-methylfuran. %.

Embodiment 3

[0029] 2-Methylfuran (5.75 g, 0.07 mol), acetaldehyde (0.88 g, 0.02 mol) and (4-(3-methyl-1-imidazole)-1-butanesulfonic acid bisulfate ionic liquid ( 0.189 g, 0.60 mmol) were mixed and reacted with stirring at 50°C. After 2 hours, the upper organic phase was separated, and after vacuum distillation, 2,2'-ethylidene bis(5-methylfuran) was obtained, which is effective for acetaldehyde The yield is 70%.

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PUM

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Abstract

The invention discloses a method for catalyzing a hydroxyalkylation-alkylation reaction of 2-methylfuran by using an ionic liquid. The method is characterized in that under the effect of an acid functionalized ionic liquid catalyst, 2-methylfuran self, or 2-methylfuran and a carbonyl compound, is / are subjected to the hydroxyalkylation-alkylation reaction at 20-100 DEG C. The reaction system does not need adding any organic solvents during reaction, and shown the characteristics of a homogeneous reaction, the catalytic activity is high, and the catalyst has no corrosivity and can be recovered for reutilization, so that the cost is reduced and also separation and purification of reaction products are facilitated.

Description

technical field [0001] The present invention relates to a kind of method of 2-methylfuran hydroxyalkylation-alkylation reaction (referred to as HAA reaction), more specifically, relate to a kind of 2-methylfuran itself that uses acid functionalized ionic liquid as catalyst Or a method for preparing 2-(furylmethyl)-5-methylfuran compounds through hydroxyalkylation-alkylation reaction with a carbonyl-containing compound. Background technique [0002] With the increasing depletion of petroleum resources, large fluctuations in prices, and the aggravation of petroleum-based fuels on global warming, it is scientific to find renewable woody biomass-based fuels to replace petroleum-based energy and food starch-based energy. It is a research hotspot in the world and industry, and it is also a focus of social sustainable development and the government and the public. Woody biomass is the most widely distributed and most important renewable resource in the world. Its basic components ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46C07D307/36
CPCY02P20/584C07D307/46C07D307/36
Inventor 李臻李沛陪孟雅莉陈静
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI