A kind of synthetic method of 4-aminobenzophenone compound

Abstract

The invention discloses a method for synthesizing 4-aminobenzophenone, which comprises adding α-(4-oxime-2,5-cyclohexadiene-1-yl)benzene cyanide compounds, transition metal catalysts, solvents, hydrogen donors, fluoride salts and alkaline reagents to a round-bottom flask in sequence at room temperature. After the addition is completed, the reaction is completed at 40 to 120° C. The reaction solution is cooled to room temperature, filtered, the filter cake is washed with water and dichloromethane, and the transition metal catalyst is recovered. The filtrate is separated into an organic phase, and the aqueous phase is extracted 3 times with dichloromethane. The organic phases are combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent is recovered by vacuum distillation. The residue is recrystallized from toluene and the product is obtained after vacuum drying. The transition metal catalyst used in the present invention is a commercially available reagent with high activity, and can be reused without the need for additional preparation; the reaction raw materials are easy to prepare and are obtained by condensing benzyl cyanide and nitrobenzene compounds under the action of an alkaline reagent; the present invention also has the advantages of simple synthesis process, short route, environmental friendliness, good safety, high product yield and purity, easy industrial production, and the like.

Description

Technical Field

[0001] The invention relates to a method for synthesizing 4-aminobenzophenone compounds, and belongs to the technical field of medicine and chemical industry. Background Art

[0002] 4-aminobenzophenone compounds are important organic synthesis intermediates, widely used in the fields of medicine, pesticides, fine chemicals, etc. They can be used to synthesize anti-inflammatory drugs, antibacterial drugs, insecticides, herbicides, anti-rheumatic drugs, anticancer drugs, dyes, thermal recording materials, coatings, cross-linking agents and protective agents (to protect tissues from radiation damage), etc. In addition, some of these compounds also have excellent semiconductor frequency doubling performance and nonlinear effects, and are important candidate materials for low-power laser frequency doubling. Therefore, the research on the synthesis process of 4-aminobenzophenone compounds is of great significance.

[0003] At present, the synthesis routes of 4-aminobenzophenone compounds mainly include the following:

[0004] The first method is to heat 4-nitrobenzophenone and sodium sulfide in an ethanol solution under reflux for 1.5 hours, and then treat with acid and alkali and purify to obtain a reduction product 4-aminobenzophenone compound with a yield of 90%. This method has the problems of complicated post-processing steps, large amount of sulfur-containing wastewater, and high consumption of hydrochloric acid and sodium hydroxide. The reaction formula is shown in Formula 1:

[0005]

[0006] The second method is to react 4-bromobenzophenone with bis(trimethylsilyl)amine zinc, lithium chloride, tri-tert-butylphosphine, and bis(dibenzylideneacetone palladium) in tetrahydrofuran solution at 70°C for 12 hours to obtain 4-aminobenzophenone with a yield of 93%. The bis(trimethylsilyl)amine zinc and bis(dibenzylideneacetone palladium reagents in this method are expensive and difficult to recycle, and are not suitable for industrial production. The reaction formula is shown in Formula 2:

[0007]

[0008] The third method is to react phenylboronic acid and p-aminobenzonitrile in an aqueous solution containing palladium acetate, 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine and trifluoromethanesulfonic acid at 60°C to obtain 4-aminobenzophenone with a yield of 96%. This method has the problem of using expensive palladium acetate and 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine reagents, which are difficult to recycle and are not suitable for industrial production. The reaction formula is shown in Formula 3:

[0009]

[0010] The fourth method is the acylation reaction of aniline and benzoyl chloride catalyzed by SiO2-AlCl3, and a mixture of 2-aminobenzophenone and 4-aminobenzophenone (ratio 1:6.38) is prepared at room temperature, with a total yield of 91%. Due to the similar physical and chemical properties of the two, separation and purification are difficult, and they are not suitable for industrial production. The reaction formula is shown in Formula 4:

[0011]

[0012] The fifth is that 2-(4-benzoylphenoxy) propionamide is heated at 140°C in a dimethyl sulfoxide solution under the action of potassium hydroxide for 4 hours, and 4-aminobenzophenone is obtained through rearrangement reaction with a yield of 90%. Since the raw materials are not easy to prepare and the reaction temperature is high, it is not suitable for industrial production. The reaction formula is shown in Formula 5:

[0013]

[0014] The sixth is benzene and 4-aminobenzoic acid, acylation reaction is carried out under the catalysis of trifluoroacetic acid and trimethyl salicyl phosphate, and stirring is carried out at 20°C for 20 minutes. 4-aminobenzophenone is obtained by post-reaction treatment with a yield of 98%. Although the reaction temperature is low and the yield is high, trimethyl salicyl phosphate is expensive and the post-reaction treatment steps are cumbersome, so it is not suitable for industrial production. The reaction formula is shown in Formula 6:

[0015]

[0016] The seventh is that phenylboric acid and 4-iodoaniline react at 80°C for 9 hours in 1 atmosphere of carbon monoxide gas under the catalysis of palladium and N1-(3-(trimethoxysilyl)propyl)ethane-1,2-diamine. The reaction is carried out after the reaction to obtain 4-aminobenzophenone with a yield of 98%. The reaction yield is high, but the reaction conditions are harsh, requiring the use of expensive reagents such as palladium and N1-(3-(trimethoxysilyl)propyl)ethane-1,2-diamine, as well as flammable and explosive carbon monoxide gas, which is not suitable for industrial production. The reaction formula is shown in Formula 7:

[0017] Summary of the invention

[0018] The purpose of the present invention is to solve the shortcomings of the prior art and provide a method for synthesizing 4-aminobenzophenone compounds.

[0019] The method uses α-(4-oxime-2,5-cyclohexadien-1-yl)benzene acetonitrile compounds as raw materials, and heats and reacts in a solvent under the action of a transition metal catalyst in the presence of a hydrogen donor, a fluoride salt, and an alkaline reagent to prepare 4-aminobenzophenone compounds.

[0020] The technical solution adopted by the present invention is:

[0021] A method for synthesizing 4-aminobenzophenone compounds, wherein the method comprises the following steps: adding α-(4-oxime-2,5-cyclohexadiene-1-yl)benzene acetonitrile compounds, transition metal catalysts, solvents, hydrogen donors, fluoride salts and alkaline reagents to a round-bottom flask in sequence at room temperature. After the addition is completed, the reaction is carried out at 40 to 120° C. until completion. The reaction solution is cooled to room temperature, filtered, the filter cake is washed with water and dichloromethane, and the transition metal catalyst is recovered. The filtrate is separated into an organic phase, and the aqueous phase is extracted 3 times with dichloromethane. The organic phases are combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent is recovered by reduced pressure distillation. The residue is recrystallized from toluene and vacuum dried to obtain a 4-aminobenzophenone compound. The reaction formula is shown in Formula 8:

[0022]

[0023] The α-(4-oxime-2,5-cyclohexadiene-1-yl)benzene acetonitrile compound R 1 , R 2 The substituents are one or two of hydrogen, halogen, C1-4 alkyl, and C1-4 alkoxy.

[0024] The transition metal catalyst is one of Pd / C, Pd / Al2O3, Pd / MgO, Pd / Fe3O4, Ni-Al type nickel powder, Ni-Zn type nickel powder or nano nickel powder.

[0025] The hydrogen donor is one of formic hydrazide, sodium formate, ammonium formate, sodium hypophosphite or hydrazine hydrate.

[0026] The fluoride salt is one of potassium fluoride, sodium fluoride, tetramethylammonium fluoride or tetrabutylammonium fluoride.

[0027] The alkaline reagent is one of sodium carbonate, potassium carbonate, sodium bicarbonate, sodium hydroxide or potassium hydroxide.

[0028] The solvent is one of dichloromethane, chloroform, tetrahydrofuran, acetonitrile, methanol, benzene, toluene, acetone, N,N-dimethylformamide or water.

[0029] The amount of the transition metal catalyst used is 0.2% to 5% of the mass of the α-(4-oxime-2,5-cyclohexadiene-1-yl)benzene acetonitrile compound.

[0030] The molar ratio of the α-(4-oxime-2,5-cyclohexadiene-1-yl)benzene acetonitrile compound, the hydrogen donor, the fluoride salt and the alkaline reagent is 1.0:1.0-5.0:1.0-3.0:1.0-3.0.

[0031] The mass ratio of the organic solvent to the α-(4-oxime-2,5-cyclohexadiene-1-yl)benzene acetonitrile compound is 5 to 25:1.

[0032] Compared with the prior art, the present invention has the following beneficial effects: the transition metal catalyst used in the present invention is a commercially available reagent, has high activity, does not need to be prepared separately, and can be reused; the reaction raw materials are easy to prepare, and are obtained by condensing benzyl cyanide and nitrobenzene compounds under the action of an alkaline reagent; the present invention also has the advantages of simple synthesis process, short route, environmental friendliness, good safety, high product yield and purity, easy industrial production, and the like. BRIEF DESCRIPTION OF THE DRAWINGS

[0033] Figure 1 The nuclear magnetic hydrogen spectrum of 4-aminobenzophenone of the present invention is

[0034] Figure 2 The NMR carbon spectrum of 4-aminobenzophenone of the present invention is

[0035] Figure 3 It is the infrared spectrum of 4-aminobenzophenone of the present invention DETAILED DESCRIPTION

[0036] The present invention is further described below in conjunction with specific embodiments, but the protection scope of the present invention is not limited thereto:

[0037] Example 1

[0038] At room temperature, 11.11g (0.05mol) α-(4-oxime-2,5-cyclohexadiene-1-yl) benzyl cyanide, 0.53g 5% Pd / C, 100mL acetonitrile, 6.01g (0.1mol) formic hydrazide, 5.30g (0.05mol) sodium carbonate, and 2.91g (0.05mol) potassium fluoride were added to a 250mL three-necked flask. After the addition was completed, it was heated to 60°C and reacted for 10h. The reaction solution was cooled to room temperature, 100mL water was added, and the transition metal catalyst was recovered by suction filtration, and the catalyst was washed with a small amount of dichloromethane. After the filtrate was separated from the organic phase, the aqueous phase was extracted with dichloromethane (3×50mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent was recovered by reduced pressure distillation. The residue was recrystallized from toluene and vacuum dried to obtain 9.39g of 4-aminobenzophenone. The yield was 95.2% and the HPLC purity was 98.3%.

[0039] Example 2

[0040] At room temperature, 15.06g (0.05mol) α-(4-oxime-2-bromo-2,5-cyclohexadien-1-yl) benzyl cyanide, 0.30g Ni-Al type nickel powder, 120mL chloroform, 10.20g (0.15mol) sodium formate, 10.37g (0.075mol) potassium carbonate, 3.15g (0.075mol) sodium fluoride were added to a 250mL three-necked flask. After the addition was completed, it was heated to 55°C and reacted for 12h. The reaction solution was cooled to room temperature, 100mL of water was added, and the transition metal catalyst was recovered by suction filtration, and the catalyst was washed with a small amount of dichloromethane. After the filtrate was separated from the organic phase, the aqueous phase was extracted with dichloromethane (3×50mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent was recovered by reduced pressure distillation. The residue was recrystallized from toluene and dried in vacuo to give 12.99 g of 4-amino-2-bromobenzophenone with a yield of 94.1% and a HPLC purity of 98.5%.

[0041] Example 3

[0042] At room temperature, 11.81g (0.05mol) α-(4-hydroxy-3-methyl-2,5-cyclohexadien-1-yl) benzyl cyanide, 0.12g Ni-Zn nickel powder, 90mL dichloromethane, 7.88g (0.125mol) ammonium formate, 4.20g (0.1mol) sodium bicarbonate, 9.31g (0.05mol) tetramethylammonium fluoride were added to a 250mL three-necked flask. After the addition was completed, it was heated to 40°C and reacted for 14.5h. The reaction solution was cooled to room temperature, 100mL of water was added, and the transition metal catalyst was recovered by suction filtration, and the catalyst was washed with a small amount of dichloromethane. After the filtrate was separated from the organic phase, the aqueous phase was extracted with dichloromethane (3×50mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent was recovered by reduced pressure distillation. The residue was recrystallized from toluene and dried in vacuo to give 10.19 g of 3-methyl-4-aminobenzophenone with a yield of 96.5% and a HPLC purity of 97.9%.

[0043] Example 4

[0044] At room temperature, 12.61g (0.05mol) α-(4-oxime-2,5-cyclohexadiene-1-yl)-4'-methoxybenzene acetonitrile, 0.08g 5% Pd / Al2O3, 210mL tetrahydrofuran, 4.40g (0.05mol) sodium hypophosphite, 4.00g (0.15mol) sodium hydroxide, 39.22g (0.1mol) tetrabutylammonium fluoride were added to a 500mL three-necked flask in sequence. After the addition was completed, the mixture was heated to 65°C and reacted for 13h. The reaction solution was cooled to room temperature, 100mL water was added, the transition metal catalyst was recovered by suction filtration, and the catalyst was washed with a small amount of dichloromethane. After the filtrate was separated into an organic phase, the aqueous phase was extracted with dichloromethane (3×70mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent was recovered by vacuum distillation. The residue was recrystallized from toluene and dried in vacuo to obtain 9.93 g of 4-amino-4'-methoxybenzophenone with a yield of 87.4% and a HPLC purity of 96.2%.

[0045] Example 5

[0046] At room temperature, 15.06g (0.05mol) α-(4-oxime-2,5-cyclohexadien-1-yl)-3'-bromobenzeneacetonitrile, 0.07g 5% Pd / MgO, 380mL methanol, 2.43mL (0.05mol) 80% hydrazine hydrate, 2.81g (0.05mol) potassium hydroxide, 17.71g (0.05mol) selectfluor were added to a 500mL three-necked flask in sequence. After the addition was completed, the mixture was heated to 50°C and reacted for 12.5h. The reaction solution was cooled to room temperature, 100mL water was added, the transition metal catalyst was recovered by suction filtration, and the catalyst was washed with a small amount of dichloromethane. After the filtrate was separated into an organic phase, the aqueous phase was extracted with dichloromethane (3×100mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent was recovered by reduced pressure distillation. The residue was recrystallized from toluene and dried in vacuo to obtain 11.86 g of 4-amino-3'-bromobenzophenone with a yield of 85.9% and a HPLC purity of 96.8%.

[0047] Example 6

[0048] At room temperature, 11.81g (0.05mol) α-(4-oxime-2,5-cyclohexadiene-1-yl)-4'-methylbenzene acetonitrile, 0.04g 5% Pd / Fe3O4, 310mL benzene, 12.01g (0.2mol) formic hydrazide, 10.60g (0.1mol) sodium carbonate, 2.91g (0.05mol) potassium fluoride were added to a 500mL three-necked flask in sequence. After the addition was completed, the mixture was heated to 75°C and reacted for 14h. The reaction solution was cooled to room temperature, 100mL water was added, the transition metal catalyst was recovered by suction filtration, and the catalyst was washed with a small amount of dichloromethane. After the filtrate was separated into an organic phase, the aqueous phase was extracted with dichloromethane (3×100mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent was recovered by reduced pressure distillation. The residue was recrystallized from toluene and dried in vacuo to obtain 9.96 g of 4-methyl-4'-aminobenzophenone with a yield of 94.3% and a HPLC purity of 98.5%.

[0049] Example 7

[0050] At room temperature, 12.61g (0.05mol) α-(4-oxime-2,5-cyclohexadiene-1-yl)-2'-methoxybenzene acetonitrile, 0.04g 5% Pd / C, 260mL toluene, 17.00g (0.25mol) sodium formate, 13.82g (0.125mol) potassium carbonate, 5.25g (0.125mol) sodium fluoride were added to a 500mL three-necked flask in sequence. After the addition was completed, the mixture was heated to 100°C and reacted for 15h. The reaction solution was cooled to room temperature, 100mL of water was added, the transition metal catalyst was recovered by suction filtration, and the catalyst was washed with a small amount of dichloromethane. After the filtrate was separated into an organic phase, the aqueous phase was extracted with dichloromethane (3×100mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent was recovered by reduced pressure distillation. The residue was recrystallized from toluene and dried in vacuo to give 11.05 g of 4-amino-2-methoxybenzophenone with a yield of 98.1% and a HPLC purity of 97.9%.

[0051] Example 8

[0052] At room temperature, 12.83g (0.05mol) α-(4-oxime-2-methyl-2,5-cyclohexadiene-1-yl)-3'-chlorobenzene acetonitrile, 0.03g Ni-Al type nickel powder, 80mL acetone, 14.19g (0.225mol) ammonium formate, 12.60g (0.15mol) sodium bicarbonate, 13.97g (0.15mol) tetramethylammonium fluoride were added to a 250mL three-necked flask. After the addition was completed, it was heated to 40°C and reacted for 11.5h. The reaction solution was cooled to room temperature, 100mL of water was added, and the transition metal catalyst was recovered by suction filtration, and the catalyst was washed with a small amount of dichloromethane. After the filtrate was separated into an organic phase, the aqueous phase was extracted with dichloromethane (3×60mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent was recovered by reduced pressure distillation. The residue was recrystallized from toluene and dried in vacuo to obtain 11.07 g of 4-amino-3'-chlorobenzophenone with a yield of 95.6% and a HPLC purity of 97.5%.

[0053] Example 9

[0054] At room temperature, 13.54g (0.05mol) α-(4-oxime-2-chloro-2,5-cyclohexadiene-1-yl)-4'-methylbenzene acetonitrile, 0.03g Ni-Zn nickel powder, 340mL water, 15.40g (0.175mol) sodium hypophosphite, 4.00g (0.1mol) sodium hydroxide, 26.15g (0.1mol) tetrabutylammonium fluoride were added to a 500mL three-necked flask. After the addition was completed, the mixture was heated to 90°C and reacted for 11h. The reaction solution was cooled to room temperature, 100mL water was added, the transition metal catalyst was recovered by suction filtration, and the catalyst was washed with a small amount of dichloromethane. After the filtrate was separated into an organic phase, the aqueous phase was extracted with dichloromethane (3×80mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent was recovered by vacuum distillation. The residue was recrystallized from toluene and dried in vacuo to give 11.65 g of 4-amino-2-chloro-4'-methylbenzophenone with a yield of 94.8% and a HPLC purity of 98.2%.

[0055] Example 10

[0056] At room temperature, 14.34g (0.05mol) α-(4-oxime-2-chloro-2,5-cyclohexadien-1-yl)-4'-methoxybenzeneacetonitrile, 0.03g 5% Pd / Al2O3, 90mL N,N-dimethylformamide, 12.13mL (0.25mol) 80% hydrazine hydrate, 8.42g (0.1mol) potassium hydroxide, 53.14g (0.15mol) selectfluor were added to a 250mL three-necked flask in sequence. After the addition was completed, the mixture was heated to 120°C and reacted for 10.5h. The reaction solution was cooled to room temperature, 200mL of water was added, the transition metal catalyst was recovered by suction filtration, and the catalyst was washed with a small amount of dichloromethane. After the filtrate was separated into an organic phase, the aqueous phase was extracted with dichloromethane (3×80mL). The organic phases were combined, washed with water (2×100mL), dried over anhydrous sodium sulfate, and the organic solvent was recovered by reduced pressure distillation. The residue was recrystallized from toluene and dried in vacuo to give 12.27 g of 4-amino-2-chloro-4'-methoxybenzophenone with a yield of 93.8% and a HPLC purity of 96.7%.

[0057] Embodiment 11

[0058] At room temperature, 11.11g (0.05mol) α-(4-oxime-2,5-cyclohexadiene-1-yl) benzyl acetonitrile, 0.51g nano nickel powder, 90mL acetonitrile, 6.67mL (0.25mol) 80% hydrazine hydrate, 10.60g (0.1mol) sodium carbonate, 26.15g (0.10mol) tetrabutylammonium fluoride were added to a 250mL three-necked flask. After the addition was completed, it was heated to 80°C and reacted for 12h. The reaction solution was cooled to room temperature, 100mL water was added, the transition metal catalyst was recovered by suction filtration, and the catalyst was washed with a small amount of dichloromethane. After the filtrate was separated from the organic phase, the aqueous phase was extracted with dichloromethane (3×60mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent was recovered by reduced pressure distillation. The residue was recrystallized from toluene and vacuum dried to obtain 9.39g of 4-aminobenzophenone. The yield was 95.2% and the HPLC purity was 98.3%. 1 H NMR (400MHz, CDCl3) δ: 7.72 (d, J = 7.2Hz, 4H, ArH), 7.53 (t, J = 7.2Hz, 1H, ArH), 7.45 (t, J = 7.2Hz, 2H, ArH), 6.66 (d, J = 8.0Hz, 2H, ArH), 4.19 (s, 2H, NH2) ppm. 13C NMR (101MHz, CDCl3) δ: 195.38, 151.04, 138.89, 132.97, 131.44, 129.55, 128.10, 127.35, 113.65ppm. IR(KBr):ν=3420,3337,3223,1634,1587,1564,1439,1315,1283,1148,698,602cm -1 .

[0059] The HPLC analysis conditions of 4-aminobenzophenone compounds are as follows: high performance liquid chromatograph (Agilent 1200 Series); chromatographic column model LlChrospher 60RP-select B (5 μL); mobile phase 10 mmol, ammonium formate aqueous solution-acetonitrile (volume ratio of 75:25); flow rate 1.5 mL / min, injection volume 10 μL; detector is ultraviolet photometry detector, wavelength 240 nm; sample is dissolved and diluted in acetonitrile (0.02 mg / mL) and then injected.

[0060] The specific embodiments described in the present invention are merely examples of the spirit of the present invention. Those skilled in the art may make various modifications or additions to the specific embodiments described or replace them in similar ways, but they will not deviate from the spirit of the present invention or exceed the scope defined by the attached claims.

[0061] Although the present invention has been described in detail and some specific embodiments have been cited, it is obvious to those skilled in the art that various changes and modifications can be made without departing from the spirit and scope of the present invention.

Claims

1. A method for synthesizing 4-aminobenzophenone compounds, the method comprising: adding α-(4-oxime-2,5-cyclohexadien-1-yl)benzeneacetonitrile compounds, transition metal catalysts, solvents, hydrogen donors, fluoride salts and alkaline reagents to a round-bottom flask in sequence at room temperature; after the addition is completed, reacting at 40 to 120° C. until completion; The reaction solution is cooled to room temperature, filtered, the filter cake is washed with water and dichloromethane, and the transition metal catalyst is recovered; the filtrate is separated into an organic phase, and the aqueous phase is extracted three times with dichloromethane; the organic phases are combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the organic solvent is recovered by vacuum distillation; the residue is recrystallized with toluene, and vacuum dried to obtain a 4-aminobenzophenone compound; the R of the α-(4-oxime-2,5-cyclohexadiene-1-yl)benzeneacetonitrile compound 1 , R 2 The substituent is one or two of hydrogen, halogen, C1-4 alkyl, C1-4 alkoxy; the transition metal catalyst is one of Pd / C, Pd / Al2O3, Pd / MgO, Pd / Fe3O4, Ni-Al type nickel powder, Ni-Zn type nickel powder or nano nickel powder; the hydrogen donor is one of formic acid hydrazide, sodium formate, ammonium formate, sodium hypophosphite or hydrazine hydrate; the fluoride salt is one of potassium fluoride, sodium fluoride, tetramethylammonium fluoride or tetrabutylammonium fluoride; the alkaline reagent is one of sodium carbonate, potassium carbonate, sodium bicarbonate, sodium hydroxide or potassium hydroxide; the solvent is one of dichloromethane, chloroform, tetrahydrofuran, acetonitrile, methanol, benzene, toluene, acetone, N,N-dimethylformamide or water; the reaction equation is:

2. A method for synthesizing 4-aminobenzophenone compounds according to claim 1, characterized in that: The amount of the transition metal catalyst used is 0.2% to 5% of the mass of the α-(4-oxime-2,5-cyclohexadiene-1-yl)benzene acetonitrile compound.

3. A method for synthesizing 4-aminobenzophenone compounds according to claim 1, characterized in that: The molar ratio of the α-(4-oxime-2,5-cyclohexadiene-1-yl)benzene acetonitrile compound, the hydrogen donor, the fluoride salt and the alkaline reagent is 1.0:1.0-5.0:1.0-3.0:1.0-3.

0.

4. A method for synthesizing 4-aminobenzophenone compounds according to claim 1, characterized in that: The mass ratio of the solvent to the α-(4-oxime-2,5-cyclohexadiene-1-yl)benzeneacetonitrile compound is 5 to 25:1.

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