Synthesis method of ethyl tetrahydrofurfuryl ether

A technology of ethyl tetrahydrofurfuryl ether and its synthesis method, which is applied in the direction of organic chemistry, can solve the problems of environmental pollution, high risk, and high cost, and achieve the effects of reducing pollution emissions, eliminating risk factors, and reducing production costs

Inactive Publication Date: 2010-08-18
XINJIANG KEYUAN CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

A large amount of precious metal sodium or sodium hydride and organic solvents are used in industry, which is dangero

Method used

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  • Synthesis method of ethyl tetrahydrofurfuryl ether
  • Synthesis method of ethyl tetrahydrofurfuryl ether
  • Synthesis method of ethyl tetrahydrofurfuryl ether

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] In a 500ML reactor, add 1mol tetrahydrofurfuryl alcohol, 1mol ethyl chloride, and 1mol potassium hydroxide, react under stirring, control the reaction temperature at 5°C, and finish the reaction after reacting for 9 hours, and distill the reaction product under atmospheric pressure. Fractions at 150°C to 160°C were collected to obtain 95g of the product.

[0021] Using nuclear magnetic and infrared analysis, it was proved that the product was ethyl tetrahydrofurfuryl ether. Product adopts Bruker AVANCEDRX 400MHz nuclear magnetic resonance spectrometer to measure, and solvent is deuterated chloroform; The 1H-NMR resonance peak of its ETE belongs to as follows figure 1 As shown, the results are shown in Table 1.

[0022] 1H-NMR resonance peak assignment of ETE in table 1

[0023]

[0024] The structure of the target product is analyzed by a Nicolet 20DXB FT-IR infrared chromatograph, and the infrared spectrum is as follows figure 2 shown. Therefore, its molecular ...

Embodiment 2

[0028] In a 500ML reactor, add 1mol tetrahydrofurfuryl alcohol, 1.5mol ethyl chloride, and 1.5mol potassium hydroxide, react under stirring, control the reaction temperature at 5°C, and finish the reaction after reacting for 9 hours. For the product, the fraction at 150°C-160°C was collected to obtain 106g of the product. With nuclear magnetic and infrared analysis as shown in embodiment 1, prove to be ethyl tetrahydrofurfuryl ether; Molecular structure is:

[0029]

[0030] Analyzed by gas chromatography as shown in Example 1, the product purity is 98%; the yield of ethyl tetrahydrofurfuryl ether in tetrahydrofurfuryl alcohol is 80%.

Embodiment 3

[0032] In a 500ML reactor, add 1mol tetrahydrofurfuryl alcohol, 2mol ethyl chloride, and 2mol potassium hydroxide, react under stirring, control the reaction temperature at 50°C, and finish the reaction after 4 hours of reaction, and distill the reaction product under normal pressure. Fractions at 150°C to 160°C were collected to obtain 109g of the product. With nuclear magnetic and infrared analysis as shown in embodiment 1, prove to be ethyl tetrahydrofurfuryl ether; Molecular structure is:

[0033]

[0034] Analyzed by gas chromatography as shown in Example 1, the product purity was 98%; the yield of ethyl tetrahydrofurfuryl ether was 82% based on tetrahydrofurfuryl alcohol.

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Abstract

The invention relates to a synthesis method of ethyl tetrahydrofurfuryl ether, wherein tetrahydrofurfuryl alcohol, halohydrocarbon and alkali are placed in a reactor and react when being stirred. The reaction temperature is 5 to 95 degrees centigrade. The reaction time is 0.5 to 9 hours. The mole ratio of the tetrahydrofurfuryl alcohol, the halohydrocarbon and the alkali is 1 to 1-4 to 1-4. The invention adopts the tetrahydrofurfuryl alcohol, the halohydrocarbon and the alkali to react together and can synthesize the ethyl tetrahydrofurfuryl ether with high yield. The technological method provided by the invention leaves out the technology step of preparing sodium alkoxide, eliminates the dangerous factor of production technology, reduces the pollution discharge in the production process and effectively reduces the manufacture cost.

Description

technical field [0001] The invention relates to a synthesis method of organic chemical ether compounds, in particular to a synthesis method of ethyl tetrahydrofurfuryl ether. Background technique [0002] The structure of ethyl tetrahydrofurfuryl ether is an asymmetric structure, and the classic synthesis method is the Williamson synthesis method, which uses halogenated hydrocarbons and sodium alkoxide to synthesize through substitution reactions. Most of this kind of reaction adopts anhydrous system. First, metal sodium or sodium hydride is used to convert alcohol into sodium alkoxide, and then the corresponding haloalkane is added to the reaction system. The reaction conditions are relatively harsh and the operation is relatively dangerous. A large amount of precious metal sodium or sodium hydride and organic solvents are used in industry, which is dangerous. Second, the cost is very high, and it will cause serious environmental pollution and endanger the health of operato...

Claims

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Application Information

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IPC IPC(8): C07D307/12
Inventor 于荣王毅
Owner XINJIANG KEYUAN CHEM
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