CN114573478A - Method for preparing bromoxynil octanoate - Google Patents
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Abstract
The invention discloses a method for preparing bromoxynil octanoate, which comprises the following steps: in a microchannel reaction device, firstly, reacting hydrogen peroxide water with hydrobromic acid to obtain bromine, and then reacting the bromine with 4-hydroxybenzonitrile to obtain a bromoxynil crude product; in another microchannel reaction device, n-octanoic acid is firstly reacted with thionyl chloride to obtain octanoyl chloride, and then the octanoyl chloride is reacted with bromoxynil to obtain the final product, namely, the bromoxynil octanoate. Compared with the traditional preparation method of bromoxynil octanoate, the method disclosed by the invention realizes two-step continuity, is short in reaction time, low in cost, high in yield, few in byproducts, simple to operate, small in amplification effect, high in safety and suitable for industrial production.
Description
Technical Field
The invention belongs to the technical field of bromoxynil octanoate synthesis, and particularly relates to a method for preparing bromoxynil octanoate.
Background
Bromoxynil octanoate is a very stable herbicide and is therefore widely used. Most of the traditional preparation methods are kettle type reactions, and have the problems of high cost, long reaction time, high reaction temperature, serious environmental pollution of wastewater, complex production process, certain difficulty in industrial production and the like. For example:
in the existing document 1 (synthesis research of Cao Gen, Yangjian Nu, Miao Wei Fang, Xin Wei Yan Br Yan nitrile [ J ]. Zhejiang chemical industry, 2001, (2):48-49.), more waste water is generated, the environmental pollution is serious, and the price of the Xin Cl is high, so that the production process is complex and the production cost is high.
In the prior document 2 (Liu Yuan, Liao Daowan, bromoxynil octanoate [ J ] directly synthesized by octanoic acid, fine chemical industry, 2002, (4):193- & 194.), toxic Dimethylformamide (DMF) is adopted as a solvent, thereby polluting the environment.
In the existing document 3 (Xuyao, Qianyule, Chenfan, bromoxynil octanoate synthesis process improvement [ J ]. university of Wenzhou, 2008,29(6):17-20.), the reaction temperature is high, the reaction time is long, and the process is complex.
Therefore, the safe, efficient and environment-friendly bromoxynil octanoate production process has important economic value.
Disclosure of Invention
The purpose of the invention is as follows: in order to solve the problems in the prior art, the invention provides a method for preparing bromoxynil octanoate, which is efficient, safe and environment-friendly.
The technical scheme is as follows: in order to achieve the above-mentioned problem, the technical solution adopted by the present invention is as follows:
a method for preparing bromoxynil octanoate by a micro-flow field reaction technology comprises the following steps:
(1) dissolving 4-hydroxybenzonitrile in an organic solvent to obtain a homogeneous solution A; preparing hydrogen peroxide aqueous solution to obtain homogeneous solution B; preparing a hydrobromic acid aqueous solution to obtain a homogeneous solution C;
(2) pumping the homogeneous phase solution B and the homogeneous phase solution C into the microreactor 1 at the same time, and reacting to obtain a bromine aqueous solution D;
(3) simultaneously pumping the homogeneous phase solution A and the bromine water solution D into an ultrasonic auxiliary microreactor 2, reacting, collecting effluent materials, filtering, washing and drying to obtain a bromoxynil crude product;
(4) dissolving a bromoxynil crude product in an organic solvent to obtain a homogeneous phase solution E; dissolving n-octanoic acid in an organic solvent to obtain a homogeneous phase solution F; dissolving thionyl chloride in an organic solvent to obtain a homogeneous solution G;
(5) pumping the homogeneous phase solution F and the homogeneous phase solution G into the microreactor 3 at the same time, and reacting to obtain an octanoyl chloride solution H;
(6) pumping the homogeneous phase solution E and the octanoyl chloride solution H into the microreactor 4 simultaneously, reacting, and collecting effluent, namely the bromoxynil octanoate solution.
Preferably, in the step (1), the concentration of the 4-hydroxybenzonitrile solution in the homogeneous solution A is 0.01 g/mL-2 g/mL, preferably 0.075 g/mL; in the homogeneous solution B, the concentration of the hydrogen peroxide solution is 0.01 g/mL-2 g/mL, preferably 0.33 g/mL; in the homogeneous solution C, the concentration of the hydrobromic acid solution is 0.01 g/mL-2 g/mL, preferably 0.72 g/mL.
Preferably, in the step (2), the reaction temperature in the microreactor 1 is 0-20 ℃, and the reaction residence time is 1-20 min.
Preferably, in the step (3), the reaction temperature in the ultrasonic auxiliary microreactor 2 is 10-60 ℃, the ultrasonic frequency is 35-60Hz, preferably 35Hz, and the reaction residence time is 1-20 min.
Preferably, in the reactions of the steps (2) and (3), the molar ratio of the 4-hydroxybenzonitrile to the hydrogen peroxide to the hydrobromic acid is controlled to be 1: 2.0-4.0: 4.0-8.0, preferably 1: 2.2: 4.4. the molar ratio is specified below, for example: reacting (2.0-4.0) mol of hydrogen peroxide and (4.0-8.0) mol of hydrobromic acid, and using the total product of the reaction with 1mol of 4-hydroxybenzonitrile.
Preferably, in the step (4), the concentration of the bromoxynil solution in the homogeneous solution E is 0.01 g/mL-2 g/mL, preferably 0.39 g/mL; in the homogeneous phase solution F, the concentration of the n-octanoic acid solution is 0.01 g/mL-2 g/mL, preferably 0.56 g/mL; in the homogeneous solution G, the concentration of the thionyl chloride solution is 0.01G/mL to 2G/mL, preferably 0.44G/mL.
Preferably, in the step (5), the reaction temperature in the microreactor 3 is 5-60 ℃, and the reaction residence time is 1-20 min.
Preferably, in the step (6), the reaction temperature in the microreactor 4 is 5-60 ℃, and the reaction residence time is 1-20 min.
Preferably, in the reactions in the steps (5) and (6), the molar ratio of bromoxynil, n-octanoic acid and thionyl chloride is controlled to be 1: 1.0-3.0: 1.0 to 3.0, preferably 1: 1.05: 1.05. the molar ratio is illustrated below, for example: (1.0-3.0) mol of n-octanoic acid and (1.0-3.0) mol of thionyl chloride are reacted, and all the products are reacted with 1mol of bromoxynil.
Preferably, in steps (1) and (4), the organic solvent is halogenated alkane, ether, alcohol, ketone, amide, ester or nitrile. The organic solvent in the step (1) is preferably ethanol; the organic solvent in the step (4) is preferably toluene;
preferably, in the step (6), the effluent material is sequentially washed by water, alkali or acid, washed by saturated sodium chloride solution, dried by anhydrous sodium sulfate and filtered, and the organic solvent is evaporated under reduced pressure to obtain the bromoxynil octanoate product.
The micro-flow field reaction technology is a process strengthening technology with the characteristic dimension of reaction and dispersion in the hundred micron level, and a core component micro-reactor is a three-dimensional structural element which is manufactured by a special micro-processing technology in a solid matrix and can be used for carrying out chemical reaction. Microreactors generally contain small channel sizes (equivalent diameters less than 500 μm) and channel diversity in which fluids flow and in which the desired reactions are desired to occur. This results in a very large surface area to volume ratio in a micro-structured chemical device. The micro-flow field reaction technology can be used for rapidly increasing the reaction rate, realizing continuous industrial production, miniaturizing the reaction equipment and facilitating automatic control in the reaction process, greatly improving the production safety, simultaneously enhancing the heat and mass transfer, realizing high-efficiency utilization of energy, reducing the material loss and reducing the waste liquid discharge.
Has the advantages that: compared with the prior art, the invention has the following advantages:
(1) the preparation method of bromoxynil octanoate adopts a microchannel three-strand feeding method, has two-step continuous synthesis, simple operation, high reaction rate and high safety;
(2) the preparation method of bromoxynil octanoate adopts a micro-flow field reaction technology, greatly shortens the reaction time from about 4 hours of kettle type reaction to about 5 minutes, and is energy-saving and efficient;
(3) the preparation method of bromoxynil octanoate adopts a process strengthening technology based on ultrasonic waves, and utilizes the turbulent effect, the perturbation effect and the shock wave effect of phase interface ultrasonic cavitation collapse to enhance the mass transfer effect of fluid in a microchannel.
(4) The bromoxynil octanoate preparation method provided by the invention has the advantages that the reaction is carried out in a microchannel reactor, the conversion rate is high, the purity of the prepared product is more than or equal to 95.0%, and the yield is more than or equal to 90.0%.
Drawings
FIG. 1 is a schematic structural diagram of a bromoxynil microchannel reactor of the present invention.
FIG. 2 is a schematic structural diagram of bromoxynil octanoate microchannel reactor according to the present invention.
FIG. 3 shows bromoxynil nuclear magnetism obtained in example 1 of the present invention1H NMR。
FIG. 4 shows bromoxynil chloride obtained in example 1 of the present invention1H NMR。
Detailed Description
The experimental methods described in the following examples are all conventional methods unless otherwise specified; the reagents and materials are commercially available, unless otherwise specified.
The following microchannel reaction device is specifically assembled by a material inlet, a micro mixer, a micro reaction pipeline and a material outlet which are sequentially connected through connecting pipes, and is shown in figure 1, wherein six reaction raw material storage tanks are connected with respective feed liquid inlets through the connecting pipes and then are respectively connected with the micro mixer, pumps are respectively arranged on the connecting pipes, the micro mixer is connected with an ultrasonic auxiliary micro reactor through the connecting pipes, the micro reactor is connected with the material outlet through the connecting pipes, a pressure control valve and a corresponding instrument are connected between the micro reactor and the material outlet, the ultrasonic auxiliary micro reactor is provided with a temperature control system and an ultrasonic device, and reagents used in an experiment are AR.
The method has the following reaction formula:
example 1:
taking 48g (0.4mol) of 4-hydroxybenzonitrile, adding 480g of absolute ethyl alcohol, and uniformly mixing to obtain a homogeneous organic solution; 297g (1.76mol) of a 48% aqueous hydrobromic acid solution were taken; 100g (0.88mol) of a 30% aqueous hydrogen peroxide solution are taken; the prepared three materials are respectively poured into corresponding raw material tanks, the temperature of the microreactor 1 is set to be 5 ℃, the ultrasonic auxiliary (frequency is 35Hz) microreactor 2 is started, and the temperature of an ultrasonic device is set to be 50 ℃. Two streams of aqueous hydrobromic acid and aqueous hydrogen peroxide were pumped into microreactor 1, wherein the aqueous hydrobromic acid was pumped at a flow rate of 4mL/min and the aqueous hydrogen peroxide was pumped at a flow rate of 1.8 mL/min. The reaction temperature is 5 ℃, and the reaction retention time is 5min, so as to obtain the bromine aqueous solution. Pumping the 4-hydroxybenzonitrile solution and the bromine aqueous solution into an ultrasonic auxiliary microreactor 2 for reaction. Wherein the 4-hydroxybenzonitrile solution is pumped in at the flow rate of 9.6mL/min, the reaction temperature is 50 ℃, and the reaction retention time is 5 min. Filtering the material collected at the outlet, washing a filter cake with water, draining, adding 100mL of toluene for dissolving, and adding 122g (1.2mol) of triethylamine for mixing to obtain a homogeneous solution; 58g (0.4mol) of n-octanoic acid is taken and added with 35ml of toluene and 0.5ml of DMF to be mixed to obtain homogeneous solution; 48g (0.4mol) of thionyl chloride is taken and added with 70ml of toluene to be mixed to obtain homogeneous phase solution, the prepared three materials are respectively poured into corresponding stock tanks, the temperature of the microreactor 3 is set to be 25 ℃, and the temperature of the microreactor 4 is set to be 40 ℃. Pumping the n-octanoic acid solution and the thionyl chloride solution into a microreactor 3, and controlling the pressure to be 0.2MPa by a pressure control valve. Wherein the n-octanoic acid solution is pumped at a flow rate of 2mL/min and the thionyl chloride solution is pumped at a flow rate of 2 mL/min. The reaction temperature is 20 ℃, and the reaction retention time is 5min, so as to obtain the octanoyl chloride toluene solution. And pumping the bromoxynil solution and the octanoyl chloride toluene solution into the microreactor 4 for reaction. Wherein the bromoxynil solution is pumped in at the flow rate of 6mL/min, the reaction temperature is 40 ℃, and the reaction retention time is 5 min. The material was collected at the outlet, 200ml of water was added, the organic phase was separated, and after the organic layer was washed with 15% brine, it was dried over anhydrous sodium sulfate and filtered to remove the solvent toluene, with a purity of 97.5% and a yield of 90.8%.
Example 2: comparative example 1, 25% reduction in hydrobromic acid.
Taking 48g (0.4mol) of 4-hydroxybenzonitrile, adding 480g of absolute ethyl alcohol, and uniformly mixing to obtain a homogeneous organic solution; 223g (1.32mol) of a 48% aqueous hydrobromic acid solution are taken; 100g (0.88mol) of a 30% aqueous hydrogen peroxide solution are taken; the prepared three materials are respectively poured into corresponding raw material tanks, the temperature of the microreactor 1 is set to be 5 ℃, the ultrasonic auxiliary (frequency is 35Hz) microreactor 2 is started, and the temperature of an ultrasonic device is set to be 50 ℃. Two streams of aqueous hydrobromic acid and aqueous hydrogen peroxide were pumped into microreactor 1, with the aqueous hydrobromic acid being pumped at a flow rate of 4mL/min and the aqueous hydrogen peroxide being pumped at a flow rate of 1.8 mL/min. The reaction temperature is 5 ℃, and the reaction retention time is 5min, so as to obtain the bromine aqueous solution. Pumping the 4-hydroxybenzonitrile solution and the bromine aqueous solution into an ultrasonic auxiliary microreactor 2 for reaction. Wherein the 4-hydroxybenzonitrile solution is pumped in at the flow rate of 9.6mL/min, the reaction temperature is 50 ℃, and the reaction retention time is 5 min. Filtering the material collected at the outlet, washing a filter cake with water, draining, adding 100mL of toluene for dissolving, and adding 122g (1.2mol) of triethylamine for mixing to obtain a homogeneous solution; 58g (0.4mol) of n-octanoic acid is taken and added with 35mL of toluene and 0.5mL of DMF to be mixed to obtain homogeneous solution; 48g (0.4mol) of thionyl chloride is taken and added with 70mL of toluene to be mixed to obtain homogeneous phase solution, the prepared three materials are respectively poured into corresponding stock tanks, the temperature of the microreactor 3 is set to be 25 ℃, and the temperature of the microreactor 4 is set to be 40 ℃. Pumping the n-octanoic acid solution and the thionyl chloride solution into a microreactor 3, and controlling the pressure to be 0.2MPa by a pressure control valve. Wherein the n-octanoic acid solution is pumped at a flow rate of 2mL/min and the thionyl chloride solution is pumped at a flow rate of 2 mL/min. The reaction temperature is 20 ℃, and the reaction retention time is 5min, so as to obtain the octanoyl chloride toluene solution. And pumping the bromoxynil solution and the octanoyl chloride toluene solution into the microreactor 4 for reaction. Wherein the bromoxynil solution is pumped in at the flow rate of 6mL/min, the reaction temperature is 40 ℃, and the reaction retention time is 5 min. The material was collected at the outlet, 200mL of water was added, the organic phase was separated, the organic layer was washed with 15% brine, dried over anhydrous sodium sulfate and filtered to remove the solvent toluene, the purity was 97.2%, and the yield was 90.5%.
Example 3: comparative example 1, without ultrasound assistance
Taking 50.88g (0.424mol) of 4-hydroxybenzonitrile, adding 508g of absolute ethyl alcohol, and uniformly mixing to obtain a homogeneous organic solution; 315g (1.87mol) of a 48% aqueous hydrobromic acid solution are taken; 106g (0.93mol) of a 30% aqueous hydrogen peroxide solution are taken; the prepared three materials are respectively poured into corresponding raw material tanks, the temperature of the microreactor 1 is set to be 5 ℃, the ultrasonic auxiliary (frequency is 35Hz) microreactor 2 is started, and the temperature of an ultrasonic device is set to be 50 ℃. Two streams of aqueous hydrobromic acid and aqueous hydrogen peroxide were pumped into microreactor 1, with the aqueous hydrobromic acid being pumped at a flow rate of 4mL/min and the aqueous hydrogen peroxide being pumped at a flow rate of 1.8 mL/min. The reaction temperature is 5 ℃, and the reaction retention time is 5min, so as to obtain the bromine aqueous solution. Pumping the 4-hydroxybenzonitrile solution and the bromine aqueous solution into an ultrasonic auxiliary microreactor 2 for reaction. Wherein the 4-hydroxybenzonitrile solution is pumped in at the flow rate of 9.6mL/min, the reaction temperature is 50 ℃, and the reaction retention time is 5 min. Filtering the material collected at the outlet, washing a filter cake with water, draining, adding 106mL of toluene for dissolving, and adding 129g (1.27mol) of triethylamine for mixing to obtain a homogeneous solution; taking 61.5g (0.424mol) of n-octanoic acid, adding 37mL of toluene and 0.6mL of DMF, and mixing to obtain a homogeneous solution; 50.9g (0.424mol) of thionyl chloride is added with 74mL of toluene to be mixed to obtain homogeneous solution, the prepared three materials are respectively poured into corresponding stock tanks, the temperature of the microreactor 3 is set to be 25 ℃, and the temperature of the microreactor 4 is set to be 40 ℃. Pumping the n-octanoic acid solution and the thionyl chloride solution into a microreactor 3, and controlling the pressure to be 0.2MPa by a pressure control valve. Wherein the n-octanoic acid solution is pumped at a flow rate of 2mL/min and the thionyl chloride solution is pumped at a flow rate of 2 mL/min. The reaction temperature is 20 ℃, and the reaction retention time is 5min, so as to obtain the octanoyl chloride toluene solution. And pumping the bromoxynil solution and the octanoyl chloride toluene solution into the microreactor 4 for reaction. Wherein the bromoxynil solution is pumped in at the flow rate of 6mL/min, the reaction temperature is 40 ℃, and the reaction retention time is 5 min. The material was collected at the outlet, 220mL of water was added, the organic phase was separated, the organic layer was washed with 15% brine, dried over anhydrous sodium sulfate and filtered to remove the solvent toluene, the purity was 97.5%, and the yield was 90.8%.
Example 4
528g (4.4mol) of 4-hydroxybenzonitrile is taken, and 5280g of absolute ethyl alcohol is added and mixed evenly to obtain a homogeneous organic solution; 3267g (19.36mol) of a 48% aqueous hydrobromic acid solution were taken; 1100g (9.68mol) of a 30% aqueous hydrogen peroxide solution are taken; the prepared three materials are respectively poured into corresponding raw material tanks, the temperature of the microreactor 1 is set to be 5 ℃, the ultrasonic auxiliary (frequency is 35Hz) microreactor 2 is started, and the temperature of an ultrasonic device is set to be 50 ℃. Two streams of aqueous hydrobromic acid and aqueous hydrogen peroxide were pumped into microreactor 1, wherein the aqueous hydrobromic acid was pumped at a flow rate of 44mL/min and the aqueous hydrogen peroxide was pumped at a flow rate of 20 mL/min. The reaction temperature is 5 ℃, and the reaction retention time is 5min, so as to obtain the bromine aqueous solution. Pumping the 4-hydroxybenzonitrile solution and the bromine aqueous solution into an ultrasonic auxiliary microreactor 2 for reaction. Wherein the 4-hydroxybenzonitrile solution is pumped in at the flow rate of 106mL/min, the reaction temperature is 50 ℃, and the reaction retention time is 5 min. Filtering the material collected at the outlet, washing a filter cake with water, draining, adding 1100mL of toluene for dissolving, and adding 1342g (13.2mol) of triethylamine for mixing to obtain a homogeneous solution; 638g (4.4mol) of n-octanoic acid was taken, 385mL of toluene and 5.5mL of DMF were added and mixed to obtain a homogeneous solution; 528g (4.4mol) of thionyl chloride is taken and added with 770mL of toluene to be mixed to obtain homogeneous solution, the prepared three materials are respectively poured into corresponding stock tanks, the temperature of the microreactor 3 is set to be 25 ℃, and the temperature of the microreactor 4 is set to be 40 ℃. Pumping the n-octanoic acid solution and the thionyl chloride solution into a microreactor 3, and controlling the pressure to be 0.2MPa by a pressure control valve. Wherein the n-octanoic acid solution is pumped at a flow rate of 22mL/min and the thionyl chloride solution is pumped at a flow rate of 22 mL/min. The reaction temperature is 20 ℃, and the reaction retention time is 5min, so as to obtain the octanoyl chloride toluene solution. And pumping the bromoxynil solution and the octanoyl chloride toluene solution into the microreactor 4 for reaction. Wherein the bromoxynil solution is pumped in at the flow rate of 66mL/min, the reaction temperature is 40 ℃, and the reaction retention time is 5 min. The material was collected at the outlet, 2000mL of water was added, the organic phase was separated, the organic layer was washed with 15% brine, dried over anhydrous sodium sulfate and filtered to remove the solvent toluene, the purity was 98.1%, and the yield was 93.1%.
While the invention has been described with respect to a number of specific embodiments and methods, it will be appreciated by those skilled in the art that various modifications, additions and substitutions can be made without departing from the scope and spirit of the invention. All the components not specified in this embodiment can be implemented by the prior art.
Claims (10)
1. A method for preparing bromoxynil octanoate by a micro-flow field reaction technology is characterized by comprising the following steps:
(1) dissolving 4-hydroxybenzonitrile in an organic solvent to obtain a homogeneous solution A; preparing hydrogen peroxide aqueous solution to obtain homogeneous solution B; preparing a hydrobromic acid aqueous solution to obtain a homogeneous phase solution C;
(2) pumping the homogeneous phase solution B and the homogeneous phase solution C into the microreactor 1 at the same time, and reacting to obtain a bromine aqueous solution D;
(3) simultaneously pumping the homogeneous phase solution A and the bromine water solution D into an ultrasonic auxiliary microreactor 2, reacting, collecting effluent materials, filtering, washing and drying to obtain a bromoxynil crude product;
(4) dissolving a bromoxynil crude product in an organic solvent to obtain a homogeneous phase solution E; dissolving n-octanoic acid in an organic solvent to obtain a homogeneous phase solution F; dissolving thionyl chloride in an organic solvent to obtain a homogeneous solution G;
(5) pumping the homogeneous phase solution F and the homogeneous phase solution G into the microreactor 3 at the same time, and reacting to obtain an octanoyl chloride solution H;
(6) pumping the homogeneous phase solution E and the octanoyl chloride solution H into the microreactor 4 simultaneously, reacting, and collecting effluent, namely the bromoxynil octanoate solution.
2. The method for preparing bromoxynil octanoate according to claim 1, wherein in the step (1), the concentration of the 4-hydroxybenzonitrile solution in the homogeneous solution A is 0.01 g/mL-2 g/mL; in the homogeneous phase solution B, the concentration of the hydrogen peroxide solution is 0.01 g/mL-2 g/mL; in the homogeneous solution C, the concentration of the hydrobromic acid solution is 0.01 g/mL-2 g/mL.
3. The method for preparing bromoxynil octanoate by using the micro-flow field reaction technology according to claim 1, wherein in the step (2), the reaction temperature in the microreactor 1 is 0-20 ℃, and the reaction residence time is 1-20 min.
4. The method for preparing bromoxynil octanoate by the micro-flow field reaction technology according to claim 1, wherein in the step (3), the reaction temperature in the ultrasonic auxiliary microreactor 2 is 10-60 ℃, the ultrasonic frequency is 35-60Hz, and the reaction residence time is 1-20 min.
5. The method for preparing bromoxynil octanoate by using the micro-flow field reaction technology according to claim 1, wherein in the reaction in the steps (2) and (3), the molar ratio of the 4-hydroxybenzonitrile to the hydrogen peroxide to the hydrobromic acid is controlled to be 1: 2.0-4.0: 4.0 to 8.0.
6. The method for preparing bromoxynil octanoate by the micro-fluidic field reaction technique of claim 1, wherein in the step (4), the concentration of the bromoxynil solution in the homogeneous solution E is 0.01 g/mL-2 g/mL; in the homogeneous phase solution F, the concentration of the n-caprylic acid solution is 0.01 g/mL-2 g/mL; in the homogeneous solution G, the concentration of the thionyl chloride solution is 0.01G/mL-2G/mL.
7. The method for preparing bromoxynil octanoate by using the micro-flow field reaction technology according to claim 1, wherein in the step (5), the reaction temperature in the microreactor 3 is 5-60 ℃, and the reaction residence time is 1-20 min.
8. The method for preparing bromoxynil octanoate by using the micro-flow field reaction technology according to claim 1, wherein in the step (6), the reaction temperature in the microreactor 4 is 5-60 ℃, and the reaction residence time is 1-20 min.
9. The method for preparing bromoxynil octanoate by using the micro-flow field reaction technology according to claim 1, wherein in the reactions in the steps (5) and (6), the molar ratio of bromoxynil, n-octanoic acid and thionyl chloride is controlled to be 1: 1.0-3.0: 1.0 to 3.0.
10. The method for preparing bromoxynil octanoate according to claim 1, wherein in steps (1) and (4), the organic solvent is selected from the group consisting of halogenated alkanes, ethers, alcohols, ketones, amides, esters, and nitriles.
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