A method for the electro-oxidation of alkoxylated compounds to synthesize benzyl ether compounds

Abstract

The application discloses a method for synthesizing benzyl ether compounds by electro-oxidation alkoxylation, and belongs to the technical field of chemical synthesis. The method comprises the following steps: adding a phenol reactant into a mixed solution containing alkali, electrolyte and alcohol solvent, passing current, and generating an electrochemical reaction to obtain benzyl ether compounds. The method does not need chemical oxidants and transition metal catalysts, and is energy-saving and economical. The raw materials used in the reaction are cheap and easy to obtain, and the cost is low. The alkoxylation of the phenol reactant can be directly realized. Compared with the prior art, the method is more green and mild.

Description

Technical Field

[0001] This invention belongs to the field of chemical synthesis technology, and particularly relates to a method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation. Background Technology

[0002] Benzyl ethers are an important class of fine chemical intermediates, widely used in pharmaceuticals, pesticides, and other fields. The synergistic effect of the alkoxy and phenolic hydroxyl groups in their molecular structure endows these compounds with unique biological activity and physicochemical properties. Traditional preparation processes for benzyl ethers typically rely on expensive transition metal catalysts. Previously, Professor Hao Li's research group at East China University of Science and Technology designed a metal-free catalytic synthesis of benzyl ethers under O2 conditions. The reaction mechanism is shown in the following equation: (References:) Green Chem 2024, 26 , 2207.) .

[0003] However, the above reactions still require the use of chemical oxidants, and chemical oxidation technology has several inherent drawbacks: First, the large-scale addition of chemical oxidants generates a large amount of waste liquid containing recalcitrant byproducts, resulting in low environmental friendliness; second, the oxidizing power of chemical oxidants is difficult to precisely control, easily leading to over-oxidation or incomplete oxidation, resulting in low yield and decreased purity of the target product, and the formation of byproducts significantly increases the difficulty of product separation and purification; third, some chemical oxidants (such as peroxides) are highly corrosive, flammable, and explosive. Therefore, obtaining alkoxy-substituted phenol derivatives through electrochemistry is essential. Summary of the Invention

[0004] To address the aforementioned technical problems, this invention proposes a method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation.

[0005] To achieve the above objectives, the present invention provides the following technical solution: A method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation includes the following steps: Phenolic reactants are added to a mixed solution containing alkali, electrolyte and alcohol solvent, and an electrochemical reaction is carried out by passing an electric current to obtain benzyl ether compounds; The structural formula of the phenolic reactants is: ;where R 1 It is an alkoxy or alkyl group; The structural formula of the benzyl ether compound is as follows: .

[0006] Optionally, the molar ratio of the phenolic reactant to the base is 1:1.

[0007] Furthermore, the alkali is potassium hydroxide.

[0008] Optionally, the electrolyte is at least one selected from tetrabutylammonium tetrafluoroborate (preferably tetra-n-butylammonium tetrafluoroborate), lithium tert-butoxide, tetrabutylammonium iodate, tetraethylammonium perchlorate (tetraethylammonium perchlorate), tetraethylammonium hexafluorophosphate, tetra-n-butylammonium hexafluorophosphate, and tetrabutylammonium perchlorate. The concentration of the electrolyte in the reaction solution (composed of electrolyte and alcohol solvent) is 0.05~1 mol / L.

[0009] Furthermore, the electrolyte is tetraethylammonium perchlorate with a concentration of 0.1 mol / L.

[0010] Optionally, the alcohol solvent is an alcohol or a mixture containing alcohol; The mixture containing alcohol also contains at least one of acetonitrile and water, in addition to alcohol.

[0011] Furthermore, the alcohol is methanol, isopropanol, or n-butanol; more preferably, it is methanol.

[0012] Optionally, the electrochemical reaction is carried out at a temperature of 25-70 °C for 2-5 hours.

[0013] Furthermore, the electrochemical reaction is carried out at a temperature of 30 °C for 4 hours.

[0014] Optionally, the anode of the battery used in the energizing process is a carbon electrode, and the cathode is Ni or Pt.

[0015] Furthermore, the anode is graphite felt (GF), and the cathode material is Pt.

[0016] Furthermore, the energization is carried out in air or nitrogen.

[0017] A method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation is described above; the structural formula of the benzyl ether compound is as follows: ; In the formula, R 1 It is an alkoxy or alkyl group.

[0018] Compared with the prior art, the present invention has the following advantages and technical effects: (1) The method defined in this invention does not require the use of additional chemical oxidants. It replaces the traditional chemical oxidation method with electrode oxidation, which reduces the impurities introduced by chemical oxidants and the waste salt pollutants generated. It is more in line with the green economy and environmental protection concept and reduces the cost of environmental treatment. (2) Compared with the existing transition metal catalysis method that relies on precious metals (such as palladium), the method of the present invention does not require the use of expensive transition metal catalysts and matching chemical ligands, which greatly reduces the reaction cost and avoids the problem of metal catalyst residue in the product. It is more suitable for subsequent drug synthesis and other fields that require high product purity. (3) The reaction conditions of the present invention are mild and do not require harsh conditions such as high temperature, high pressure or strong acid and alkali, which not only reduces energy consumption, but also reduces the possibility of reactant decomposition and by-product generation. (4) The present invention has a short reaction step and simple operation. The reaction is started directly by electro-oxidation without the need for complex pretreatment or post-treatment steps, which improves the synthesis efficiency and takes into account both the economy and efficiency of the reaction. Attached Figure Description

[0019] The accompanying drawings, which form part of this invention, are used to provide a further understanding of the invention. The illustrative embodiments of the invention and their descriptions are used to explain the invention and do not constitute an undue limitation of the invention. In the drawings: Figure 1 The product prepared in Example 1 1 H NMR spectrum; Figure 2 The product prepared in Example 1 13 C NMR spectrum; Figure 3 The product prepared in Example 2 1 H NMR spectrum; Figure 4 The product prepared in Example 2 13 C NMR spectrum; Figure 5 The product prepared in Example 3 1 H NMR spectrum; Figure 6 The product prepared in Example 3 13 C NMR spectrum; Figure 7 The product prepared in Example 4 1 H NMR spectrum; Figure 8 The product prepared in Example 4 13 C NMR spectrum; Figure 9 The product prepared in Example 5 1 H NMR spectrum; Figure 10 The product prepared in Example 5 13 C NMR spectrum; Figure 11The product prepared in Example 6 1 H NMR spectrum; Figure 12 The product prepared in Example 6 13 C NMR spectrum; Figure 13 The product prepared in Example 7 1 H NMR spectrum; Figure 14 The product prepared in Example 7 13 C NMR spectrum; Figure 15 This diagram illustrates the reaction mechanism for the synthesis of benzyl ether compounds via electro-oxidative alkoxylation. Detailed Implementation

[0020] Various exemplary embodiments of the present invention will now be described in detail. This detailed description should not be considered as a limitation of the present invention, but rather as a more detailed description of certain aspects, features, and embodiments of the present invention.

[0021] It should be understood that the terminology used in this invention is merely for describing particular embodiments and is not intended to limit the invention. Furthermore, with respect to numerical ranges in this invention, it should be understood that each intermediate value between the upper and lower limits of the range is also specifically disclosed. Every smaller range between any stated value or intermediate value within a stated range, and any other stated value or intermediate value within said range, is also included in this invention. The upper and lower limits of these smaller ranges may be independently included or excluded from the range.

[0022] Unless otherwise stated, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art. While only preferred methods and materials have been described herein, any methods and materials similar or equivalent to those described herein may be used in the implementation or testing of this invention. All references to this specification are incorporated by way of citation to disclose and describe methods and / or materials associated with those references. In the event of any conflict with any incorporated reference, the content of this specification shall prevail.

[0023] Various modifications and variations can be made to the specific embodiments described in this specification without departing from the scope or spirit of the invention, as will be apparent to those skilled in the art. Other embodiments derived from this specification will also be apparent to those skilled in the art. This specification and embodiments are merely exemplary.

[0024] The terms “include,” “including,” “have,” “contain,” etc., used in this article are all open-ended terms, meaning that they include but are not limited to.

[0025] This invention discloses a method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation, specifically including the following steps: Under the condition of current flow, phenolic reactants ( In the chemical formula, R 1 (Alkoxy or alkyl) reacts with alcohols in an electrolyte to give benzyl ethers.

[0026] With phenolic reactants ( Using substrate 1a as the reactant, an electrolytic cell is used to react and yield benzyl ether compounds. The preparation process is explained as follows: First, substrate 1a undergoes deprotonation under alkaline conditions to generate intermediate I, which rapidly transforms into its tautomers II and III. Subsequently, tautomer III reacts at the anolyte to generate cationic intermediate IV, which then reacts with hydroxide ions to generate intermediate V. Methanol (MeOH) then undergoes nucleophilic attack on V, ultimately producing product 2a. The reaction mechanism is as follows: Figure 15 As shown.

[0027] In some alternative embodiments, the reaction is carried out under a constant current with current fluctuations ranging from 3 to 10 mA, i.e., the actual current magnitude is 3 to 10 mA. More preferably, the reaction is carried out under a 4 mA condition, at which the product yield is the highest.

[0028] In some optional embodiments, the electrolyte is at least one selected from tetrabutylammonium tetrafluoroborate, lithium tert-butoxide, tetrabutylammonium iodate, tetraethylammonium perchlorate, tetraethylammonium hexafluorophosphate, tetra-n-butylammonium hexafluorophosphate, and tetrabutylammonium perchlorate, with a concentration of 0.05~1 mol / L in the reaction solution. The electrolyte is preferably tetraethylammonium perchlorate, with a concentration of 0.1 mol / L in the reaction solution.

[0029] In some alternative embodiments, the reaction temperature is 25–70 °C. Too high or too low a reaction temperature will reduce the conversion rate of the reactants; as a further preferred embodiment, the reaction temperature is 30 °C.

[0030] In some alternative embodiments, the reaction atmosphere is either air or nitrogen; the reaction atmosphere is air, and the reactor is open to the air environment, that is, the reaction process is an open system to avoid the accumulation of hydrogen gas generated at the cathode, which may cause excessive pressure or explosion hazard; in addition, the reaction time can be monitored by TLC, and the reaction can be completed by stirring at 30 °C for 2 to 5 hours. As a further preferred option, the reaction time is 4 hours.

[0031] In some alternative embodiments, the anode material is a carbon electrode and the cathode material is Ni or Pt during current flow; further, the anode material is graphite felt (GF) and the cathode material is platinum sheet or nickel foam. As a further preferred embodiment, a platinum sheet is used as the cathode.

[0032] In some alternative embodiments, a method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation specifically includes the following steps: Under conditions of 30°C and current flow (4 mA), phenolic reactants ( In the chemical formula, R 1 The reaction of alkoxy or alkyl groups with alcohols (methanol) in an electrolyte (Et4NClO4) for 4 hours yields benzyl ether compounds; the specific reaction formula is shown below: .

[0033] All raw materials used in this invention were purchased from the market.

[0034] The technical solution of the present invention will be further illustrated by the following embodiments.

[0035] Example 1 A method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation includes the following steps: In a reaction tube, phenolic reactant 1a (50.4 mg, 0.3 mmol, 1.0 equiv.), KOH (16.8 mg, 0.3 mmol, 1.0 equiv.), and Et4NClO4 (92 mg, 0.4 mmol, 1.3 equiv.) were accurately added under air conditions and dissolved in MeOH (4 mL). The anode was a graphite felt GF electrode with dimensions of (10 mm × 15 mm × 6 mm), and the cathode was a platinum sheet electrode with dimensions of (10 mm × 15 mm × 0.25 mm). The electro-oxidation reaction was carried out at 30 °C with a current maintained at 4 mA for 4 hours. All solvent was transferred to a round-bottom flask. Silica was added to the flask, and the solvent was evaporated under vacuum. Purification was performed by silica gel column chromatography using PE / EA (v / v, 3:1) as the eluent to obtain the corresponding product 2a in 90% yield. The reaction formula is as follows: .

[0036] The product 2a prepared in this embodiment 1 The H NMR spectrum is shown in [reference]. Figure 1 , 13 The C NMR spectrum is shown below. Figure 2 Nuclear magnetic resonance data of product 2a: 1 H NMR (600 MHz, CDCl3) δ 6.59 (s, 2H), 4.39 (s, 2H), 3.90 (s, 6H), 3.39 (s, 3H). 13C NMR (101 MHz, CDCl3) δ 147.1, 134.3, 129.3, 104.7, 75.1, 58.0, 56.3. Example 2 A method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation includes the following steps: In a reaction tube, phenolic reactant 1a (50.4 mg, 0.3 mmol, 1.0 equiv.), KOH (16.8 mg, 0.3 mmol, 1.0 equiv.), and Et4NClO4 (92 mg, 0.4 mmol, 1.3 equiv.) were accurately added under air conditions and dissolved in EtOH (4 mL). The anode was a graphite felt GF electrode with dimensions of (10 mm × 15 mm × 6 mm), and the cathode was a platinum sheet electrode with dimensions of (10 mm × 15 mm × 0.25 mm). The electro-oxidation reaction was carried out at 30 °C with a current maintained at 4 mA for 4 hours. All solvent was transferred to a round-bottom flask. Silica was added to the flask, and the solvent was evaporated under vacuum. Purification was performed by silica gel column chromatography using PE / EA (v / v, 3:1) as the eluent to obtain the corresponding product 2b in 78% yield. The reaction formula is as follows: The product 2b prepared in this embodiment 1 The H NMR spectrum is shown in [reference]. Figure 3 , 13 The C NMR spectrum is shown below. Figure 4 NMR data for product 2b: 1 H NMR (400 MHz, CDCl3) δ 6.51 (s, 2H), 5.50 (s, 1H), 4.34 (s, 2H), 3.80(s, 6H), 3.45 (q, J = 7.0 Hz, 2H), 1.17 (t, J = 7.0 Hz, 3H). 13 C NMR (101 MHz, CDCl3) δ 147.1, 134.2, 129.7, 104.7, 73.14, 65.7, 56.4, 15.4. Example 3 A method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation includes the following steps: In a reaction tube, phenolic reactant 1b (58.8 mg, 0.3 mmol, 1.0 equiv.), KOH (16.8 mg, 0.3 mmol, 1.0 equiv.), and Et4NClO4 (92 mg, 0.4 mmol, 1.3 equiv.) were accurately added under air conditions and dissolved in MeOH (4 mL). The anode was a graphite felt GF electrode with dimensions of (10 mm × 15 mm × 6 mm), and the cathode was a platinum sheet electrode with dimensions of (10 mm × 15 mm × 0.25 mm). The electro-oxidation reaction was carried out at 30 °C with a current maintained at 4 mA for 4 hours. All solvent was transferred to a round-bottom flask. Silica was added to the flask, and the solvent was evaporated under vacuum. Purification was performed by silica gel column chromatography using PE / EA (v / v, 3:1) as the eluent to obtain the corresponding product 2c in 83% yield. The reaction formula is as follows: The product 2c prepared in this embodiment 1 The H NMR spectrum is shown in [reference]. Figure 5 , 13 The C NMR spectrum is shown below. Figure 6 NMR data for product 2c: 1 H NMR (400 MHz, CDCl3) δ 6.56 (s, 2H), 5.53 (s, 1H), 4.35 (s, 2H), 4.12(q, J = 7.0 Hz, 4H), 3.36 (s, 3H), 1.44 (t, J = 7.0 Hz, 6H). 13 C NMR (101 MHz, CDCl3) δ 146.4, 134.9, 129.2, 105.9, 75.2, 64.9, 58.0, 15.1. Example 4 A method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation includes the following steps: In a reaction tube, phenolic reactant 1b (58.8 mg, 0.3 mmol, 1.0 equiv.), KOH (16.8 mg, 0.3 mmol, 1.0 equiv.), and Et4NClO4 (92 mg, 0.4 mmol, 1.3 equiv.) were accurately added under air conditions and dissolved in EtOH (4 mL). The anode was a graphite felt GF electrode with dimensions of (10 mm × 15 mm × 6 mm), and the cathode was a platinum sheet electrode with dimensions of (10 mm × 15 mm × 0.25 mm). The electro-oxidation reaction was carried out at 30 °C with a current maintained at 4 mA for 4 hours. All solvent was transferred to a round-bottom flask. Silica was added to the flask, and the solvent was evaporated under vacuum. Purification was performed by silica gel column chromatography using PE / EA (v / v, 3:1) as the eluent to obtain the corresponding product 2d in 80% yield. The reaction formula is as follows: The product prepared in this embodiment has a 2d content. 1 The H NMR spectrum is shown in [reference]. Figure 7 , 13 The C NMR spectrum is shown below. Figure 8 ; NMR data of the product on day 2: 1 H NMR (400 MHz, CDCl3) δ 6.56 (s, 2H), 5.54 (s, 1H), 4.39 (s, 2H), 4.12(q, J = 7.0 Hz, 4H), 3.51 (q, J = 7.0 Hz, 2H), 1.44 (t, J = 7.0 Hz, 6H), 1.23(t, J = 7.0 Hz, 3H). 13 C NMR (101 MHz, CDCl3) δ 146.4, 134.8, 129.5, 105.9, 73.1, 65.5, 64.9, 15.3, 15.0. Example 5 A method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation includes the following steps: In a reaction tube, phenolic reactant 1a (50.4 mg, 0.3 mmol, 1.0 equiv.), KOH (16.8 mg, 0.3 mmol, 1.0 equiv.), and Et4NClO4 (92 mg, 0.4 mmol, 1.3 equiv.) were accurately added under air conditions and dissolved in a solvent of n-BuOH (n-butanol):MeCN (acetonitrile) = 4:1 (total volume 4 mL). The anode was a graphite felt GF electrode with dimensions of (10 mm × 15 mm × 6 mm), and the cathode was a platinum sheet electrode with dimensions of (10 mm × 15 mm × 0.25 mm). The electro-oxidation reaction was carried out at 30 °C with a current maintained at 4 mA for 4 hours. All solvent was transferred to a round-bottom flask. Silica was added to the flask, and the solvent was evaporated under vacuum. The product 2e was purified by silica gel column chromatography using PE / EA (v / v, 3:1) as the eluent, with a yield of 76%. The reaction formula is as follows: The product 2e prepared in this embodiment 1 The H NMR spectrum is shown in [reference]. Figure 9 , 13 The C NMR spectrum is shown below. Figure 10 NMR data for product 2e: 1 H NMR (400 MHz, CDCl3) δ 6.60 (s, 2H), 5.51 (s, 1H), 4.44 (s, 2H), 3.91(s, 6H), 3.48 (t, J = 6.6 Hz, 2H), 1.66-1.56 (m, 2H), 1.47-1.37 (m, 2H), 0.94(t, J = 7.4 Hz, 3H). 13 C NMR (151 MHz, CDCl3) δ 147.1, 134.2, 129.9, 104.6, 73.3, 70.2, 56.4, 32.0, 19.5, 14.1. Example 6 A method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation includes the following steps: In a reaction tube, phenolic reactant 1a (50.4 mg, 0.3 mmol, 1.0 equiv.), KOH (16.8 mg, 0.3 mmol, 1.0 equiv.), and Et4NClO4 (92 mg, 0.4 mmol, 1.3 equiv.) were accurately added under air and dissolved in a solvent of PrOH (isopropanol):MeCN = 4:1 (4 mL). The anode was a graphite felt GF electrode with dimensions of (10 mm × 15 mm × 6 mm), and the cathode was a platinum sheet electrode with dimensions of (10 mm × 15 mm × 0.25 mm). The electro-oxidation reaction was carried out at 30 °C with a current maintained at 4 mA for 4 hours. All solvent was transferred to a round-bottom flask. Silica was added to the flask, and the solvent was evaporated under vacuum. Purification was performed using silica gel column chromatography with PE / EA (v / v, 3:1) as the eluent to obtain the corresponding product 2f in 70% yield. The reaction formula is as follows: The product 2f prepared in this embodiment 1 The H NMR spectrum is shown in [reference]. Figure 11 , 13 The C NMR spectrum is shown below. Figure 12 NMR data of product 2f: 1 H NMR (400 MHz, CDCl3) δ 6.59 (s, 2H), 6.40 (s, 1H), 5.50 (s, 1H), 4.42 (s, 2H), 3.89 (s, 6H), 3.42 (t, J = 6.7 Hz, 2H), 1.64 (d, J = 7.1 Hz,2H), 0.95 (t, J = 7.4 Hz, 3H). 13 C NMR (151 MHz, CDCl3) δ 147.1, 129.9, 105.7, 104.6, 73.2, 72.1, 56.4, 23.1, 10.8. Example 7 A method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation includes the following steps: In a reaction tube, phenolic reactant 1c (66.6 mg, 0.3 mmol, 1.0 equiv.), KOH (16.8 mg, 0.3 mmol, 1.0 equiv.), and Et4NClO4 (92 mg, 0.4 mmol, 1.3 equiv.) were accurately added under air conditions and dissolved in MeOH (4 mL). The anode was a graphite felt GF electrode with dimensions of (10 mm × 15 mm × 6 mm), and the cathode was a platinum sheet electrode with dimensions of (10 mm × 15 mm × 0.25 mm). The electro-oxidation reaction was carried out at 30 °C with a current maintained at 8 mA for 8 hours. All solvent was transferred to a round-bottom flask. Silica was added to the flask, and the solvent was evaporated under vacuum. Purification was performed by silica gel column chromatography using PE / EA (v / v, 3:1) as the eluent to obtain 2 g of the corresponding product, with a yield of 70%. The reaction formula is as follows: The product prepared in this embodiment is 2g. 1 The H NMR spectrum is shown in [reference]. Figure 13 , 13 The C NMR spectrum is shown below. Figure 14 NMR data for 2g of product: 1 H NMR (400 MHz, CDCl3) δ 7.16 (s, 2H), 5.21 (s, 1H), 4.37 (s, 2H), 3.43 (s, 3H), 1.46 (s, 18H). 13 C NMR (101 MHz, CDCl3) δ 153.7, 136.0, 128.8, 125.3, 75.7, 58.3, 34.4, 30.4. Example 8 Same as Example 1, except that the reaction conditions were changed (as shown in Table 1). The yield of benzyl ether compounds prepared by electrochemical free radical reaction was statistically analyzed under different reaction conditions.

[0037] Table 1 Optimization of Reaction Conditions In addition to the parameters listed in Table 1, compared to Example 1, groups 9-12 also have the following changes: Group 9 consisted of KOH (0.06 mmol, 0.2 equiv). Group 10 had a reaction time of 1.5 hours; Group 11 had a reaction time of 5 hours; Group 12 consisted of K2CO3 (0.30 mmol, 1.0 equiv).

[0038] In summary, the method of this invention does not require chemical oxidants or transition metal catalysts, and is carried out solely under the action of electric current, making it energy-saving and economical. The raw materials used in the reaction are inexpensive and readily available, resulting in low cost. It can directly achieve the synthesis of benzyl ether compounds, reducing synthesis costs compared to existing technologies.

[0039] The above are merely preferred embodiments of the present invention, but the scope of protection of the present invention is not limited thereto. Any variations or substitutions that can be easily conceived by those skilled in the art within the scope of the technology disclosed in the present invention should be included within the scope of protection of the present invention.

Claims

1. A method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation, characterized in that, Includes the following steps: Phenolic reactants are added to a mixed solution containing alkali, electrolyte and alcohol solvent, and an electrochemical reaction is carried out by passing an electric current to obtain benzyl ether compounds; The structural formula of the phenolic reactants is: ;where R 1 It is an alkoxy or alkyl group; The structural formula of the benzyl ether compound is as follows: 。 2. The method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation according to claim 1, characterized in that, The molar ratio of the phenolic reactant to the base is 1:

1.

3. The method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation according to claim 1, characterized in that, The alkali is potassium hydroxide.

4. The method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation according to claim 1, characterized in that, The electrolyte is at least one of tetrabutylammonium tetrafluoroborate, lithium tert-butoxide, tetrabutylammonium iodate, tetraethylammonium perchlorate, tetraethylammonium hexafluorophosphate, and tetrabutylammonium perchlorate. The concentration of the electrolyte is 0.05~1 mol / L.

5. The method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation according to claim 4, characterized in that, The electrolyte is tetraethylammonium perchlorate, and the concentration of the electrolyte is 0.1 mol / L.

6. The method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation according to claim 1, characterized in that, The alcohol solvent is an alcohol or a mixture containing alcohol.

7. The method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation according to claim 6, characterized in that, The alcohol is methanol.

8. The method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation according to claim 1, characterized in that, The electrochemical reaction takes place at a temperature of 25-70 °C for 2-5 hours.

9. The method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation according to claim 8, characterized in that, The electrochemical reaction was carried out at a temperature of 30 °C for 4 hours.

10. The method for synthesizing benzyl ether compounds by electro-oxidative alkoxylation according to claim 1, characterized in that, The energizing process is carried out in air or nitrogen, and the anode of the battery is a carbon electrode, while the cathode is Ni or Pt.

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