Method for continuously preparing 2-aryl-3-halogenated-benzofuran compounds by using electrochemical microchannel reaction device

A technology of microchannel reaction and benzofuran, which is applied in the direction of electrolysis process, electrolysis components, electrolysis organic production, etc., can solve the problems of high reactor design requirements, poor selectivity, environmental pollution, etc., and achieve good industrial application prospects, The effect of low reaction temperature and high safety

Active Publication Date: 2020-02-07
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The technical problem to be solved by the present invention is to provide a method for continuously preparing 2-aryl-3-halo-benzofuran compounds using an electrochemical microchannel reaction device to solve the problems of the prior art. Existing environmental pollution problems and high requirements for reactor design, poor selectivity, high energy consumption, etc.

Method used

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  • Method for continuously preparing 2-aryl-3-halogenated-benzofuran compounds by using electrochemical microchannel reaction device
  • Method for continuously preparing 2-aryl-3-halogenated-benzofuran compounds by using electrochemical microchannel reaction device
  • Method for continuously preparing 2-aryl-3-halogenated-benzofuran compounds by using electrochemical microchannel reaction device

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Experimental program
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Effect test

Embodiment 1

[0032] Assemble the electrochemical flow cell device: select the carbon sheet as the anode electrode, place it on the lower layer of the titanium alloy electrolytic cell bracket, and then place the PTFE reaction tank with a volume of 0.5ml on the upper layer of the carbon sheet, and then plate the cathode with platinum The titanium alloy plate is placed on the upper layer of the reaction tank, and finally fixed with a polytetrafluoroethylene screw and connected to an adjustable DC power supply. Weigh 0.0416g of 2-phenylethynylanisole and 0.0996g of KI and dissolve in 1ml of water and 4ml of acetonitrile to prepare a homogeneous solution A. The prepared homogeneous solution A was passed into the reaction module with a single-stream injection at a flow rate of 0.1 ml / min using a syringe pump. Turn on the power supply, adjust the current to 40 mA, and collect the product 2-phenyl-3-iodo-benzofuran from the outlet of the reaction module after the current is stable. The H NMR spec...

Embodiment 2

[0035] Assemble the electrochemical flow cell device: select the carbon sheet as the anode electrode, place it on the lower layer of the titanium alloy electrolytic cell bracket, and then place the PTFE reaction tank with a volume of 0.5ml on the upper layer of the carbon sheet, and then plate the cathode with platinum The titanium alloy plate is placed on the upper layer of the reaction tank, and finally fixed with a polytetrafluoroethylene screw and connected to an adjustable DC power supply. Weigh 0.0416g of 2-phenylethynyl anisole and 0.09g of NaI and dissolve in 1ml of water and 4ml of acetonitrile to prepare a homogeneous solution A. The prepared homogeneous solution A was passed into the reaction module with a single-stream injection at a flow rate of 0.1 ml / min using a syringe pump. Turn on the power supply, adjust the current to 40 mA, and collect the product 2-phenyl-3-iodo-benzofuran from the outlet of the reaction module after the current is stable.

Embodiment 3

[0037] Assemble the electrochemical flow cell device: select the carbon sheet as the anode electrode, place it on the lower layer of the titanium alloy electrolytic cell bracket, and then place the PTFE reaction tank with a volume of 0.5ml on the upper layer of the carbon sheet, and then plate the cathode with platinum The titanium alloy plate is placed on the upper layer of the reaction tank, and finally fixed with a polytetrafluoroethylene screw and connected to an adjustable DC power supply. Weigh 0.0416g of 2-phenylethynyl anisole and 0.222g of Bu 4 NI was dissolved in 1 ml of water and 4 ml of acetonitrile to make a homogeneous solution A. The prepared homogeneous solution A was passed into the reaction module with a single-stream injection at a flow rate of 0.1 ml / min using a syringe pump. Turn on the power supply, adjust the current to 40 mA, and collect the product 2-phenyl-3-iodo-benzofuran from the outlet of the reaction module after the current is stable.

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Abstract

The invention discloses a method for continuously preparing 2-aryl-3-halogenated-benzofuran compounds by using an electrochemical microchannel reaction device. The method for preparing benzofuran compounds comprises dissolving ethynyl anisole and electrolyte containing iodine or bromine in water and acetonitrile to prepare a homogeneous solution, then introducing the prepared homogeneous solutioninto the feed port of the electrochemical microchannel reaction device by a syringe pump in single feeding way, and reacting under the action of a DC power supply to obtain the product 2-aryl-3-halogenated-benzofuran compounds; wherein the electrochemical microchannel reaction device comprises an anode electrode, a cathode electrode, an electrolytic cell support, a reaction tank, a DC power supplyand a temperature control module; the reaction tank is located between the anode electrode and the cathode electrode, and a closed serpentine flow path is formed between the anode electrode and the cathode electrode; the anode electrode and the cathode electrode are installed on the electrolytic cell bracket; one ends of the anode electrode and the cathode electrode are connected with each otherand is connected with a DC power supply; the temperature control module is embedded in the electrolytic cell bracket and is used for controlling the temperature of the liquid in the reaction tank.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and in particular relates to a method for continuously preparing 2-aryl-3-halogenated-benzofuran compounds by using an electrochemical microchannel reaction device. Background technique [0002] Benzofuran and its derivatives are widely found in natural and non-natural products. They are a class of compounds with strong biological activity and are the active ingredients of various Chinese herbal medicines. Studies have shown that: Benzofuran and its derivatives extracted from chickpea and other plants have good biological activities, such as antifungal activity, antiviral activity, antitumor activity, antioxidation, antiplatelet aggregation, antimalarial, and adenosine A1 receptor antagonism agent etc. In view of the unique structural characteristics, diverse biological activities and great pharmaceutical value of benzofuran and its derivatives, the structural units with strong biological activ...

Claims

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Application Information

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IPC IPC(8): C25B3/02C25B3/23
CPCC25B3/23
Inventor 郭凯方正蔡谨琳张东刘成扣何伟张锴欧阳平凯
Owner NANJING UNIV OF TECH
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