Category: 321-28-8

Synthetic Route of 321-28-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 321-28-8 name is 1-Fluoro-2-methoxybenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

(a) Synthesis of STR7 A reaction vessel was charged with 128 g (1.016 mol) of 2-fluoroanisole and 250 ml of chloroform. To this mixture was added dropwise under agitation at room temperature 177 g (1.106 mol) of bromine over the period of at least 3 hours. The reaction liquid was poured into a diluted aqueous solution of NaOH, and the chloroform layer was separated, washed with a solution of edible salt and dried over Glauber’s salt. The solvent was distilled off and the residue was distilled under reduced pressure to obtain 2-fluoro-4-bromoanisole. Yield 192 g (yield rate: 92.3%) b.p. 107-116 C./25-31 mmHg

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Fluoro-2-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Kanto Kagaku Kabushiki Kaisha; US5397504; (1995); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

321-28-8, name is 1-Fluoro-2-methoxybenzene, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 1-Fluoro-2-methoxybenzene

Step 1 Preparation of 3′-Fluoro-4′-methoxyacetophenone Aluminum chloride (80.0 g, 0.6 mol) and chloroform (750 mL) were placed in a 2 L three-necked round bottom flask fitted with a mechanical stirrer and cooled by means of an ice bath. To the stirred solution acetyl chloride (51.0 g, 0.65 mol) was added dropwise, maintaining the temperature between 5-10 C. The mixture was stirred for 10 minutes at 5 C. before the dropwise addition at 5-10 C. of 2-fluoroanisole (62.6 g, 0.5 mol). The mixture was stirred at 0-10 C. for 1 hour and poured into ice (1 L). The resultant layers were separated and the aqueous layer was extracted with dichloromethane (2*250 mL). The combined organic layers were washed with water (2*150 mL), dried over anhydrous MgSO4, filtered and concentrated in vacou to a volume of 300 mL. Hexanes were added and a white solid formed which was isolated by filtration and air dried. This material was recrystallized from a mixture of dichloromethane and hexanes to afford (77.2 g, 92%) of material suitable for use in the next step: mp 92-94 C.; 1 H NMR (D6 -DMSO) 7.8 (m, 2H), 7.3 (t, 1H), 3.9 (s, 3H), 2.5 (s, 3H).

The synthetic route of 321-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; G.D. Searle & Co.; US5521207; (1996); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 321-28-8,Some common heterocyclic compound, 321-28-8, name is 1-Fluoro-2-methoxybenzene, molecular formula is C7H7FO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Add 3-fluoroanisole (85.0g, 0.67mol), tetrahydrofuran (3540mL), tetramethylethylenediamine (78.3g, 0.67mol) at room temperature,Replace with nitrogen three times, turn on stirring,Cooled to -50 ~ -78 , was added dropwise a solution of sec-butyllithium (870mL, 1.3M), after the addition was complete stirring incubated 2 to 3 hours, a solution of N, N- dimethylformamide (67.5g, 0.92 mol), heat and stir for 1 hour,After the reaction was completed, a 13% acetic acid aqueous solution (1464 g) was added dropwise at -50 to -78 C, and the layers were separated. The aqueous phase was extracted with ethyl acetate (350 mL * 3), and the organic phases were combined.After washing with water (500mL), 1N hydrochloric acid,The organic phase is concentrated to no droplets,A pale yellow mixture was obtained and crystallized from methyl tert-butyl ether (150 mL) to give a white solid,Drying gave compound II (57.7 g, 57.3%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Fluoro-2-methoxybenzene, its application will become more common.

Reference:
Patent; Shanghai Bopunuo Science And Technology Co., Ltd.; Guo Peng; Ji Changyou; Wang Jun; Zhang Dong; Liang Shoushan; Zhu Wenfeng; (15 pag.)CN110759870; (2020); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 321-28-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 321-28-8, name is 1-Fluoro-2-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5-Bromo-2-chlorobenzoyl chloride 9b (124 g, 0.49 mol)Was dissolved in dichloromethane (600 mL)Cooled to -5 C,2-fluoroanisole (61.8 g, 0.49 mol) was added,Anhydrous aluminum chloride (133 g, 1.0 mol) was added in portions,The resulting mixture was stirred at room temperature for 4 hours.The reaction solution is poured into crushed ice,Extracted with dichloromethane (400 mL x 2)The combined organic phases were washed successively with saturated sodium bicarbonate solution (300 mL)And saturated brine (300 mL)Dried over anhydrous sodium sulfate,Concentrated under reduced pressure,To the residue was added anhydrous ethanol (500 mL) and stirred at 0 C for 30 minutes. The solid was collected by suction filtration,The title compound 9c was obtained as a white solid (129 g, 77%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Fluoro-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Gu Zheng; Wu Wuyong; Qu Tong; Tan Haoxiong; Kang Panpan; Deng Bingchu; (48 pag.)CN106892948; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 321-28-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 321-28-8, name is 1-Fluoro-2-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5-Bromo-2-chlorobenzoyl chloride 9b (124 g, 0.49 mol)Was dissolved in dichloromethane (600 mL)Cooled to -5 C,2-fluoroanisole (61.8 g, 0.49 mol) was added,Anhydrous aluminum chloride (133 g, 1.0 mol) was added in portions,The resulting mixture was stirred at room temperature for 4 hours.The reaction solution is poured into crushed ice,Extracted with dichloromethane (400 mL x 2)The combined organic phases were washed successively with saturated sodium bicarbonate solution (300 mL)And saturated brine (300 mL)Dried over anhydrous sodium sulfate,Concentrated under reduced pressure,To the residue was added anhydrous ethanol (500 mL) and stirred at 0 C for 30 minutes. The solid was collected by suction filtration,The title compound 9c was obtained as a white solid (129 g, 77%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Fluoro-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Gu Zheng; Wu Wuyong; Qu Tong; Tan Haoxiong; Kang Panpan; Deng Bingchu; (48 pag.)CN106892948; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 321-28-8, A common heterocyclic compound, 321-28-8, name is 1-Fluoro-2-methoxybenzene, molecular formula is C7H7FO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(A) 3-fluoro-4-methoxybenzaldehyde. To a solution of o-fluoroanisole, 101 g. (0.80 mole) in 500 ml. dry methylene chloride is added dropwise over 30 minutes a solution of titanium tetrachloride, 182 g. (0.96 mole, 1.2 equiv.) and alpha,alpha-dichloromethylmethyl ether, 110 g. (0.96 mole) in an equal volume of methylene chloride. The temperature is maintained at 10-20 C. with an ice-bath. The mixture is stirred at room temperature for 1 hour longer and then poured over crushed ice-water with stirring. Ether (1 l.) is added,and the mixture stirred under nitrogen until solution occurs. The organic layer is extracted with water (3X), sodium bicarbonate solution (3X) and dried (MgSO4). The solvent is evaporated off at 30 to give crude product as an oil. The oil is vacuum distilled through a jacketed Vigreux column when it gives 3-fluoro-4-methoxybenzaldehyde, B.P. 120-121 C, at 10 mm. Hg; Rf0.6 on a silica-gel G plate with methylene chloride.

The synthetic route of 321-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FGN, INC.; THE UNIVERSITY OF ARIZONA; EP485172; (1992); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 321-28-8, name is 1-Fluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., SDS of cas: 321-28-8

EXAMPLE 1 Preparation of 1-(3-Fluoro-4-Methoxy-Phenyl)-Hexan-1-One; 2-Fluoroanisole (3.15 g, 25.0 mmol) is dissolved in dry dichloromethane (25 mL). While stirring the resulting solution under nitrogen, aluminum chloride is added (3.92 g, 29.4 mmol). This solution is cooled with a cold water bath and hexanoyl chloride (3.87 g, 28.8 mmol) is added drop wise such that the internal temperature is maintained at or below 20 C. Upon complete of addition, the reaction is stirred 30 minutes at room temperature. The dark orange solution is cooled to -10 C. and slowly quenched by the addition of water (25.0 mL) while keeping the internal temperature below 0 C. The mixture is transferred to a separatory funnel, the organic layer (bottom) is collected and the aqueous discarded. The organic solution is then washed with 5N NaOH (12.5 mL) and again with water (12.5 mL). The crude organic is concentrated by vacuum distillation and diluted with heptane to a final volume of about 20 mL. The slurry is heated until all solids are dissolved and allowed to cool to room temperature. The product crystallizes upon cooling. The slurry is further cooled to 0 to 5 C. for one hour and filtered. The wet cake is washed with cold (0 C.) heptane (2×2.5 mL) and the product dried under vacuum.

The synthetic route of 321-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huffman, Mark A.; Qin, Xue-Zhi; Rosen, Jonathan D.; US2006/247319; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

321-28-8, name is 1-Fluoro-2-methoxybenzene, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C7H7FO

(A) 3-fluoro-4-methoxybenzaldehyde. To a solution of o-fluoroanisole, 101 g. (0.80 mole) in 500 ml. dry methylene chloride is added dropwise over 30 minutes a solution of titanium tetrachloride, 182 g. (0.96 mole, 1.2 equiv.) and alpha,alpha-dichloromethylmethyl ether, 110 g. (0.96 mole) in an equal volume of methylene chloride. The temperature is maintained at 10-20 C. with an ice-bath. The mixture is stirred at room temperature for 1 hour longer and then poured over crushed ice-water with stirring. Ether (1l.) is added, and the mixture stirred under nitrogen until solution occurs. The organic layer is extracted with water (3*), sodium bicarbonate solution (3*) and dried (MgSO4). The solvent is evaporated off at 30 to give crude product as an oil. The oil is vacuum distilled through a jacketed Vigreux column when it gives 3-fluoro-4-methoxybenzaldehyde, B.P. 120-121 C., at 10 mm. Hg; Rf 0.6 on a silica-gel G plate with methylene chloride.

The synthetic route of 321-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Arizona; FGN, Inc.; US5401774; (1995); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 321-28-8, name is 1-Fluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Fluoro-2-methoxybenzene

A mixture of 2-fluoroanisole (1.78 mL, 15.9 mmol), cyclopropanecarbonitrile (4.68 mL, 63.6 mmol), and KHMDS (0.5 M solution in toluene, 50 mL, 24 mmol) was stirred and heated to 60 C. under N2. After 5 h, the mixture was allowed to cool to room temperature, then treated with 1 N HCl and extracted twice with toluene. The toluene extracts were combined, washed with brine, dried over Na2SO4, filtered, and the solvent was removed in vacuo. The oily residue was dissolved in CH2Cl2 and purified by chromatography on silica gel (gradient 3:1 hexanes/CH2Cl2 to CH2Cl2) to provide compound 6 (530 mg, 21%) as a clear, colorless oil: 1H NMR (300 MHz, CDCl3) delta 7.19-7.34 (m, 2H), 6.88-6.93 (m, 2H), 3.93 (s, 3H), 1.58-1.63 (m, 2H), 1.23-1.27 (m, 2H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Termin, Andreas; Grootenhuis, Peter D.J.; Wilson, Dean M.; Molteni, Valentina; Mao, Long; Castellino, Angelo; Yang, Zhicai; Pechulis, Anthony; Suto, Mark; US2003/229091; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 321-28-8, name is 1-Fluoro-2-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Fluoro-2-methoxybenzene

Step 1. Preparation of 3′-fluoro-4′-methoxyacetophenone Aluminum chloride (80.0 g, 0.6 mol) and chloroform (750 mL) were placed in a 2 L three-necked round bottom flask fitted with a mechanical stirrer and cooled by means of an ice bath. To the stirred solution was added acetyl chloride (51.0 g, 0.65 mol) dropwise, maintaining the temperature between 5-10 C. The mixture was allowed to stir for 10 minutes at 5 C. before the dropwise addition at 5-10 C. of 2-fluoroanisole (63.06 g, 0.5 mol. The mixture was stirred at 0-10 C. for 1 hour and poured into ice (1 L). The resultant layers were separated and the aqueous layer was extracted with methylene chloride (2*250 mL). The combined organic layers were washed with water (2*150 mL), dried over magnesium sulfate, and concentrated to 300 mL. Hexanes crystallized from the mixture: mp 92-94 C.; 1 H NMR (d6 -DMSO) 7.8 (m, 2H), 7.3 (t, J=8.7Hz, 1H), 3.9 (s, 3H), 2.5 (s, 3H).

The synthetic route of 321-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; G.D. Searle & Co.; US5760068; (1998); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem