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Method for preparing 5-ethoxymethylfurfural by glucose

A technology of ethoxymethylfurfural and glucose, applied in chemical instruments and methods, organic compound/hydride/coordination complex catalysts, organic chemistry, etc., can solve difficult problems and achieve less waste acid and less environmental pollution , the effect of good industrial application prospects

Active Publication Date: 2018-10-16
KUNMING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Compared with using fructose as a reaction raw material, it is more difficult to directly convert glucose into 5-ethoxymethylfurfural. This is mainly due to the need for glucose to be able to isomerize into fructose. At present, there are few relevant and effective research reports, and the product yield is only Can reach about 30%

Method used

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  • Method for preparing 5-ethoxymethylfurfural by glucose
  • Method for preparing 5-ethoxymethylfurfural by glucose

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Embodiment 1

[0016] Embodiment 1: the method utilizing glucose to prepare 5-ethoxymethylfurfural specifically comprises the following steps:

[0017] With glucose as the substrate, aluminum trifluoromethanesulfonate and ion exchange resin Amberlyst 15 as the co-catalyst, add to a stainless steel autoclave equipped with 5mL of absolute ethanol and 5mL of dimethyl sulfoxide, at an oil bath temperature of 150°C React by magnetic stirring at a speed of 800r / min for 8.2h. After the reaction is completed, immediately immerse the reactor in cold water to cool down. After the temperature of the reactor drops to normal temperature, filter the reaction mixture and collect the filtrate. High-performance liquid chromatography (HPLC) Analysis and calculation to obtain the yield of target product 5-ethoxymethylfurfural is 48.8%, wherein the addition of glucose is 0.2mol / L, the consumption of aluminum trifluoromethanesulfonate is 0.052mol / L, and the consumption of ion exchange resin Amberlyst 15 is 5.56g...

Embodiment 2

[0022] Embodiment 2: the method utilizing glucose to prepare 5-ethoxymethylfurfural specifically comprises the following steps:

[0023] With glucose as the substrate, aluminum trifluoromethanesulfonate and ion exchange resin Amberlyst 15 as the co-catalyst, put into a stainless steel autoclave with 7mL of absolute ethanol and 3mL of dimethyl sulfoxide, under the oil bath temperature of 160°C React by magnetic stirring at a speed of 700r / min for 5h. After the reaction is completed, immediately immerse the reactor in cold water to cool down. After the temperature of the reactor drops to normal temperature, filter the reaction mixture and collect the filtrate, and analyze it with a high-performance liquid chromatography (HPLC). The calculated yield of the target product 5-ethoxymethylfurfural is 41.1%, wherein the amount of glucose added is 0.1mol / L, the amount of aluminum trifluoromethanesulfonate is 0.03mol / L, and the amount of ion exchange resin Amberlyst 15 is 10g / L.

Embodiment 3

[0024] Embodiment 3: This method utilizing glucose to prepare 5-ethoxymethylfurfural specifically comprises the following steps:

[0025] With glucose as the substrate, aluminum trifluoromethanesulfonate and ion exchange resin Amberlyst 15 as the co-catalyst, add to a stainless steel autoclave equipped with 6mL of absolute ethanol and 4mL of dimethyl sulfoxide, at an oil bath temperature of 140 °C React by magnetic stirring at a speed of 900r / min for 10h. After the reaction is completed, immediately immerse the reactor in cold water to cool down. After the temperature of the reactor drops to normal temperature, filter the reaction mixture and collect the filtrate, and analyze it with high-performance liquid chromatography (HPLC). The yield of the target product 5-ethoxymethylfurfural is calculated to be 38.5%, wherein the amount of glucose added is 0.05 mol / L, the amount of aluminum trifluoromethanesulfonate is 0.07 mol / L, and the amount of ion exchange resin Amberlyst 15 is 13...

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Abstract

The invention discloses a method for preparing 5-ethoxymethylfurfural by glucose. The method comprises the following steps of using the glucose as a reaction primer, using an anhydrous ethyl alcohol-dimethyl sulfoxide cosolvent system as a reaction medium, and using combination of aluminum trifluoromethanesulfonate and ion exchange resin Amberlyst 15 as a synergistic catalyst, so as to form a conversion reaction system; reacting at the temperature of 140 to 160 DEG C, so as to obtain the 5-ethoxymethylfurfural. The dimethyl sulfoxide is used as a cosolvent, so as to effectively inhibit the generation of side reaction; the glucose is converted into the target product at high selectivity, namely the 5-ethoxymethylfurfural; the maximum yield rate reaches 48.8%. The preparation method has theadvantages that the preparation method is simple and effective, the catalyst is easy to recycle and repeatedly use, the glucose with wide source and low cost is used as the reaction raw material, theeconomic benefit is high, and the good industrial application prospect is realized.

Description

technical field [0001] The invention relates to a method for preparing 5-ethoxymethylfurfural, in particular to the preparation of 5-ethoxymethylfurfural from glucose by using a combination of Lewis acid and Bronsted acid as a synergistic catalyst in an ethanol-organic solvent co-solvent system The invention relates to furfural, which belongs to the technical field of fine chemical preparation. Background technique [0002] With the gradual reduction of non-renewable fossil fuel reserves, environmental pollution and global warming, the use of renewable biomass resources for the preparation of chemicals and fuels is of great strategic importance. 5-Ethoxymethylfurfural is considered as an important biomass-based platform compound, which can be used to produce a variety of high-value chemical products and high-quality liquid fuels. In recent years, its preparation and application have attracted more and more attention of researchers. 5-Ethoxymethylfurfural has good oxidation...

Claims

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Application Information

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IPC IPC(8): C07D307/46B01J31/08
CPCC07D307/46B01J31/0228B01J31/08B01J35/19Y02P20/584
Inventor 彭林才余鑫高雪影戴俊陈涛
Owner KUNMING UNIV OF SCI & TECH
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