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O-aminoanisole electrochemical synthesis method

A technology for the synthesis of anthranil and its synthesis method, which is applied in the field of electrochemical synthesis of anthranil, can solve the problems that the production method does not have much development prospects, harsh reaction conditions, and a large amount of waste, so as to achieve favorable production, Ease of reaction and small scale effect

Inactive Publication Date: 2008-05-28
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The traditional synthesis method of anthranilic ether either uses expensive noble metal catalysts, or produces a large amount of waste during the reaction process, or requires harsh reaction conditions. Therefore, the traditional production method has no great development prospects

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] In the second step, take 20ml of methanol and 10ml of 1.5mol / L sulfuric acid solution and mix it into 30ml of methanol-sulfuric acid solution, add 0.3063g of o-nitroanisole, which is 0.00201mol, that is, add 0.067mol per liter of methanol-sulfuric acid solution o-Nitroanisole, to prepare catholyte, take 20ml of methanol and 10ml of 1.5mol / L sulfuric acid solution and mix it into 30ml of methanol-sulfuric acid solution, as the anolyte; V, the amount of electricity is 1164c, which is equivalent to 6F per mol of p-nitroanisole; in the fourth step, the yield is 26.4%.

Embodiment 2

[0024] In the second step, mix 20ml of methanol and 10ml of 1.5mol / L sulfuric acid solution to form 30ml of methanol-sulfuric acid solution, add 0.4595g of o-nitroanisole, 0.003mol, that is, add 0.1mol per liter of methanol-sulfuric acid solution o-Nitroanisole, to prepare catholyte, get 20ml of methanol and 10ml of 1.5mol / L sulfuric acid solution mixed into 30ml of methanol-sulfuric acid solution, as the anolyte; in the third step, the cathode is added with a constant voltage of -0.8 V, the amount of electricity is 1737c, which is equivalent to 6F per mol of p-nitroanisole; in the fourth step, the yield is 53.4%.

Embodiment 3

[0026] In the second step, mix 20ml of methanol and 10ml of 1.0mol / L sulfuric acid solution to form 30ml of methanol-sulfuric acid solution, add 0.4595g of o-nitroanisole, 0.003mol, that is, add 0.1mol per liter of methanol-sulfuric acid solution o-Nitroanisole, to prepare catholyte, take 20ml methanol and 10ml 1.0mol / L sulfuric acid solution and mix into 30ml methanol-sulfuric acid solution, as anolyte; in the third step, the cathode is added with a constant voltage of -0.8 V, the amount of electricity is 1737c, which is equivalent to 6F per mol of p-nitroanisole; in the fourth step, the yield is 40.2%.

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PUM

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Abstract

Provided is an electrochemical synthetic method of ortho-anisidine, which includes four steps that firstly the method needs to be accomplished in an two-chamber electrolysis bath which is separated by employing a cation-exchange membrane, a copper sheet is taken as a negative electrode, a ruthenium net is taken as a positive electrode, a saturated calomel electrode is taken as a reference electrode, the negative electrode and the reference electrode are installed inside a cathode chamber of the electrolysis bath, and the positive electrode is installed inside an anode chamber of the electrolysis bath. Secondly methanol is taken as solvent, sulphuric acid is taken as supporting electrolyte, ortho-nitroanisole is taken as electrolytic reaction substrate, the solvent and solution of the supporting electrolyte are injected into the cathode chamber and the anode chamber, and the electrolytic reaction substrate is injected into the cathode chamber. Thirdly the electrolyzation is performed under the condition of normal temperature and pressure and the condition that the negative electrode is added with a certain constant voltage relative to the reference electrode, the voltage value of the constant voltage is between -0.6 to -1.0V. Fourthly after the electrolyzation is finished, the electrolyte is post-processed to prepare the product of the ortho-anisidine with the production ratio between 19.1-53.4%. The method has the advantages of simple requirement, mild reaction conditions, easy preparation of the electrodes, low price, small pollution in the process of reaction and the like, which is a greening production line.

Description

technical field [0001] The invention relates to an electrochemical synthesis method of o-aminoanisole, to be precise, relates to a method for preparing anthraniloanisole by electrolytic reduction of o-nitroanisole, and belongs to the technical field of electrochemistry. technical background [0002] Anisole, also known as o-methoxyaniline, o-anisidine, molecular formula C 7 h 9 NO, light yellow oily liquid, melting point 5°C, boiling point 225°C, miscible with ethanol and ether, insoluble in water. Anthranil is an important fine chemical intermediate, which is often used as an organic chemical raw material in industries such as medicine, dyes, and spices. In the pharmaceutical industry, it is used to prepare guaiacol, anlipine, wheezing, zhiakeer and Antenuoxin, etc. In the dye industry, it is used to prepare azo dyes, ice dyes, naphthol AS-OL, etc. In the food industry, it is used to prepare vanillin, rosin, etc. [0003] The traditional production method of o-aminoani...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C25B3/04C25B3/25
Inventor 陆嘉星薛腾柳英姿王欢张爱健肖丽平
Owner EAST CHINA NORMAL UNIV
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