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A kind of method that uses glucose to prepare 2,5-diformyl furan

A technology of diformyl furan and glucose, which is applied in the field of green preparation of multi-purpose chemical raw materials, can solve problems such as limiting large-scale production, achieve good compatibility and synergistic effect, simple reaction conditions, and good solubility and electrolysis. Effect

Inactive Publication Date: 2016-03-02
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although the preparation of 2,5-diformylfuran from fructose greatly reduces the production cost, the high price of fructose (￥540 / 1kg) limits its large-scale industrial production

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Weigh 1mmol glucose and 0.1mmol AlCl 3 Put it in a round bottom flask, add 5mL dimethyl sulfoxide to it, stir at room temperature for 10 minutes, then heat to 100°C, react at this temperature for 3h, and then cool to room temperature. Then add 0.0.05mmolV to it 2 o 5 , Stir evenly and heat to 160°C, and react at this temperature for 5h. After the reaction, 20 mL of water and 30 mL of dichloromethane were added for separation, the solvent was distilled off under reduced pressure, and the product was purified by sublimation. After the completion of the first step reaction, part of the products were purified, the HMF yield was determined to be 75.6%, and the final DFF yield (based on glucose) was 40.9%.

Embodiment 2

[0027] Weigh 1mmol glucose and 0.3mmolCrCl 3 Put it in a round-bottomed flask, add 5mL dimethyl sulfoxide to it, and add 0.5g lithium bromide at the same time, stir at room temperature for 10 minutes, then heat to 120°C, react at this temperature for 3h, and then cool to room temperature. Then add 0.1mmolV to it 2 o 5 , Stir evenly and heat to 150°C, and react at this temperature for 5h. After the reaction, 20 mL of water and 30 mL of dichloromethane were added for separation, the solvent was distilled off under reduced pressure, and the product was purified by sublimation. After the completion of the first step reaction, part of the products were purified, the HMF yield was determined to be 80.7%, and the final DFF yield (based on glucose) was 45.6%.

Embodiment 3

[0029] Weigh 1mmol glucose and 0.5mmolGeCl 4Put it in a round-bottomed flask, add 5mL dimethyl sulfoxide to it, and add 0.5g lithium bromide at the same time, stir at room temperature for 10 minutes, then heat to 120°C, react at this temperature for 3h, and then cool to room temperature. Then add 0.1mmolV to it 2 o 5 , Stir evenly and heat to 150°C, and react at this temperature for 5h. After the reaction, 20 mL of water and 30 mL of dichloromethane were added for separation, the solvent was distilled off under reduced pressure, and the product was purified by sublimation. After the completion of the first step reaction, part of the products were purified, the HMF yield was determined to be 78.6%, and the final DFF yield (based on glucose) was 42.5%.

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PUM

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Abstract

The invention provides a method for preparing 2,5-dimethyl acyl furan with glucose. The method comprises the following steps: dissolving glucose and a metal catalyst into a solvent, stirring the solvent for mixing, and heating the mixture to the reaction temperature to obtain 5-hydroxymethyl furfural; directly adding an oxidation catalyst into the reacted solution, heating the solution to the reaction temperature, carrying out extraction with methylene chloride after the reaction is finished, carrying out separation, distillation and sublimation, and eventually obtaining solid 2,5-dimethyl acyl furan. The method has the advantages that (1) the method is a one-pot method, and separation and purification are not required after the first step, so that the steps are reduced; the catalysts in the first step and the second step are excellent in compatibility and cooperation effect, so that the productivity of DFF is higher; (2) the oxidant in the method is normal-pressure air, and the reaction conditions are simple and not rigorous; the additive LiBr is high in solubility and electrolysis capability, so that more Br anions can be provided as ligands of metal salts to better catalyze isomerization of glucose and dehydration of laevulose.

Description

technical field [0001] The invention belongs to the field of preparation of chemical raw materials, and in particular relates to a green preparation method of multipurpose chemical raw materials. Background technique [0002] With the continuous depletion of petrochemical raw materials, people pay more and more attention to renewable energy technologies. Sugar compounds are considered as a green renewable raw material that can replace petrochemical raw materials based on their renewable, low price, and easy availability. The conversion of sugar compounds to liquid fuels and chemical raw materials has also become a hot topic in current research. [0003] 2,5-diformyl furan is a kind of multipurpose chemical raw material, can be used as the precursor of medicine (KatherineT.Hopkins, W.DavidWilson, BrendanC.Bender, DonaldR.McCurdy, JamesEdwinHall, RichardR.Tidwell, ArvindKumar, MiroBajic, and David W. Boykin. Journal of Medicinal Chemistry, 1998, 41, 3872), preservatives (Del...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/46
CPCC07D307/46
Inventor 周晓源陈昶乐李为民
Owner CHANGZHOU UNIV
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