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Method for electrochemically preparing five-membered heterocyclic dialkoxy compound

A five-membered heterocycle and dialkoxy technology, applied in the field of organic electrochemical synthesis, can solve the problems of high production cost, inconvenient large-scale production, and large discharge of three wastes, so as to reduce emissions and increase output per unit electrode area , the effect of increasing solubility

Active Publication Date: 2022-01-07
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] In view of this, the main purpose of the present invention is to provide a kind of method for electrochemically preparing five-membered heterocyclic dialkoxy compounds, which solves the problem of existing production technology. Halogen causes problems such as high production cost, large discharge of three wastes, and inconvenient large-scale production.

Method used

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  • Method for electrochemically preparing five-membered heterocyclic dialkoxy compound
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  • Method for electrochemically preparing five-membered heterocyclic dialkoxy compound

Examples

Experimental program
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Effect test

Embodiment 1

[0053] Add 100g methyl alcohol, 10g thiophene, 0.05g tetrabutyl ammonium bromide and 10g dimethyl adipate in electrolytic cell, the base material of anode is titanium, and coating metal is selected from ruthenium and scandium, and wherein ruthenium content is 80wt%, The content of scandium is 20wt%, and the specific surface area of ​​the electrode surface is 750m 2 / g, the cathode uses a lead electrode. Control the anode current density to 1000A / m 2 , the cathode current density is 1500A / m 2 , Electrolyzed at 2°C for 7h. The product yield is determined by gas chromatography. The yield of the anode product 2,5-dimethoxydihydrothiophene is 95%, and the current efficiency is 93%. The yield of the cathode product 1,6-hexanediol is 98%, and the current efficiency is 98%. 95%, the total current efficiency is 188%.

Embodiment 2

[0055] Add 100g methanol, 20g 2-n-propylthiophene, 0.2g tetraethylammonium iodide and 10g dimethyl succinate in the electrolytic cell, the base material of the anode is titanium, and the coating metal is selected from ruthenium and lanthanum, wherein ruthenium The content of lanthanum is 90wt%, the content of lanthanum is 10wt%, and the specific surface area of ​​the electrode surface is 500m 2 / g, the cathode uses a cadmium electrode. Control the anode current density to 1500A / m 2 , the cathode current density is 1000A / m 2 , Electrolyzed at 0°C for 6h. The product yield is determined by gas chromatography. The yield of the anode product 2,5-dimethoxy-2-n-propyldihydrothiophene is 92%, the current efficiency is 94%, and the yield of the cathode product 1,4-butanediol The current efficiency is 95%, the current efficiency is 92%, and the total current efficiency is 186%.

Embodiment 3

[0057] Add 75g ethanol, 10g N-methyl-2,5-diethylpyrrole, 0.5g tetramethylammonium chloride and 20g diethyl suberate in the electrolytic cell, the base material of anode is titanium, and coating metal is selected From ruthenium and cerium, wherein the content of ruthenium is 98wt%, the content of cerium is 2wt%, and the specific surface area of ​​the electrode surface is 1000m 2 / g, the cathode uses a titanium electrode. Control the anode current density to 500A / m 2 , the cathode current density is 2000A / m 2 , Electrolyzed at 10°C for 6h. The product yield is determined by gas chromatography. The yield of the anode product N-methyl-2,5-diethoxy-2,5-diethyldihydropyrrole is 91%, the current efficiency is 90%, and the cathode product is 1,8 - The yield of octane glycol is 92%, the current efficiency is 90%, and the total current efficiency is 180%.

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Abstract

The invention discloses a method for electrochemically preparing a five-membered heterocyclic dialkoxy compound, which comprises the following steps: adding a five-membered heterocyclic compound, an alcohol compound, a diester compound and an electrolyte into an electrolytic tank, and carrying out alkoxylation reaction on the five-membered heterocyclic compound and the alcohol compound at an anode to obtain the five-membered heterocyclic dialkoxy compound; wherein the diester compound is subjected to a reduction reaction at the cathode to generate a diol; the anode comprises a base material and a coating layer on the surface of the base material, and the coating layer is made of ruthenium and one or more rare earth metals. The invention solves the problems of high production cost, large discharge amount of three wastes, inconvenience in large-scale production and the like caused by using halogen in the existing production technology. By utilizing the oxidation reaction of the anode, the recycling of the halide ions is realized, the discharge amount of the halide ions is reduced, the production cost is reduced, the process flow is simple, the requirement on equipment is not high, and the method is suitable for industrial production.

Description

technical field [0001] The invention relates to the field of organic electrochemical synthesis, in particular to a method for electrochemically preparing five-membered heterocyclic dialkoxy compounds. Background technique [0002] Dialkoxyheterocyclic compounds are very versatile. For example, 2,5-dimethoxydihydrofuran is an intermediate in the synthesis of anticholinergic drugs atropine sulfate and anisodamine; it can also be directly hydrolyzed to generate 2-hydroxy-1,4-butanedialdehyde; catalytic reduction with Raney nickel 2,5-dimethoxytetrahydrofuran can be obtained, and succinic dialdehyde can be prepared by hydrolysis after hydrogenation. [0003] The preparation of 2,5-dimethoxydihydrofuran by chemical method is realized by the halogenation reaction on the furan ring. In the synthesis reaction, halogen (liquid bromine or chlorine gas) needs to be used as the reactant, so the consumption of halogen is large. About 1.6 tons of liquid bromine is required for one ton o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C25B3/05C25B3/07C25B3/23C25B3/25C25B11/091
Inventor 杜旺明刘英瑞钱向阳张涛李俊平赵文娟王锐
Owner WANHUA CHEM GRP CO LTD
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