Category: 52189-63-6

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. 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, A new synthetic method of this compound is introduced below., Formula: C8H9FO2

To a solution of 1-fluoro-3,5-dimethoxybenzene (12.5 g, 80.0 mmol) in dichloromethane (80 ml), cooled to 0 C, was added a 1.0 M solution of BBr3 in dichloromethane (200 ml, 200 mmol), dropwise over a 30 minutes period. The reaction was stirred for 1 hour at 0 C and then slowly warmed to room temperature and stirred for 18 hours. The reaction was cooled to 0 C and quenched by slow addition of MeOH and water. After stirring at room temperature for 1 hour the mixture was filtered and volatiles were removed in vacuo. The solid was washed twice with ethyl acetate; the filtrate was concentrated in vacuo to provide intermediate 8-b as an orange solid.

The synthetic route of 52189-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMASCIENCE INC.; LAURENT, Alain; ROSE, Yannick; WO2014/5217; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 52189-63-6,Some common heterocyclic compound, 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, molecular formula is C8H9FO2, 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.

[0321} Preparation of 5-fluorobenzene- 1 ,3-diol: To a solution of 1 -fluoro-3 ,5-dimethoxybenzene (2.0 g, 12.8 mmol) in dichloromethane (50 mL) cooled in a dry ice/acetone bath was added a solution of boron tribromide (2.8 mL, 29.0 mmol) in dichloromethane (50 mL) dropwise over half an hour. The reaction mixture was stirred over night during which reaction temperature raised to room temperature, and then cooled in a ice/water bath. 60 mL of methanol was added slowly.Organic solvents were evaporated under vaccum. The residue was extracted between ethyl acetate and aqueous sodium bicarbonate. The ethyl acetate phase was dried over sodium sulfate and evaporated to dryness. The crude product was purified by column chromatography with 0-40% ethyl acetate in hexanes to give desired product (1.6 g, 97% yield) LC-MS: 127 (M-H).

The synthetic route of 52189-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHROMOCELL CORPORATION; LUO, Robert, Zhiyong; CURRAN, Kevin, Joseph; HAYDEN, Stuart; YANG, Gengcheng; JIANG, Deshou; KRAL, Vincent; WO2014/153000; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 52189-63-6, name: 1-Fluoro-3,5-dimethoxybenzene

Synthesis of 1-(2-fluoro-6-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone To 1,2-dichloroethane (40 mL) were added anhydrous aluminum chloride (4.27 g) and zinc chloride (436 mg), followed by stirring 15 min. Under ice-cooling, a solution of 1,3-dimethoxy-5-fluorobenzene (5 g) in 1,2-dichloroethane (15 mL) was added. The mixture was cooled to -10 C. and 4-methoxyphenylacetyl chloride (4.9 mL) in dichloroethane (10 mL) was added drop-wise. The mixture was stirred 30 min at -10 C., and 1 h at room temperature and then heated to reflux for 2 h. The mixture was cooled at 0 C., poured carefully into ice-water and extracted twice with dichloromethane. The dichloromethane layer was dried over MgSO4 and evaporated in vacuo to give the title compound (9.1 g); 1H NMR (CDCl3): 13.23 (s, 1H), 7.17 (d, 2H, J=8.4 Hz), 6.88 (d, 2H, J=8.4 Hz), 6.24 (d, 1H, J=2.1 Hz), 6.18 (dd, 1H, J=13.8 Hz, J’=2.1 Hz), 4.20 (d, 2H, J=3.9 Hz), 3.82 (s, 3H), 3.80 (s, 3H); MS: 291 (MH+); containing 1-(4-fluoro-2-hydroxy-6-methoxyphenyl)-2-(4-methoxyphenyl)ethanone as a by-product. 1H NMR (CDCl3): 13.62 (s, 1H), 7.2-6.0 (6H), 4.29 (s, 2H), 3.90 (s, 3H), 3.81 (s, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Barlaam, Bernard; Folmer, James J; Piser, Timothy M; US2004/39015; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 52189-63-6 as follows. Formula: C8H9FO2

Example 16 Preparation of 5-fluororesorcinol (16) Using general method E, 3,5-dimethoxyfluorobenzene (5.0 g, 32.0 mmol, Aldrich) gives Compound 16 as 3.69 g (92%) of a colorless crystalline solid: m.p. 134-136 C.; 1 H-NMR (d6 -DMSO) 9.60 (s, 2H), 6.05 (s, 1H), 5.97 (d, 2H). 19 F-NMR (d6 -DMSO) 108.26 (t, J=11.1 Hz,). Anal. calc. for C6 H5 FO2: C, 56.26; H, 3.93. Found: C, 56.33; H, 3.98.

According to the analysis of related databases, 52189-63-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Molecular Probes, Inc.; US6162931; (2000); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 52189-63-6, 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. 52189-63-6 name is 1-Fluoro-3,5-dimethoxybenzene, 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.

Step 4: Intermediate 5-f: To a solution of 1-fiuoro-3,5-dimethoxybenzene (12.5 g, 80 mmol) in dichloromethane (80 ml) cooled to 0C was added dropwise over a period of 30 minutes a 1.0 M solution of BBr3 in dichloromethane (200 ml, 200 mmol). The reaction was stirred for 1 hour at 0C and then slowly warmed to room temperature and stirred for 18 hours. The reaction was cooled to 0C and quenched by slow addition of MeOH and water. After stirring at room temperature for 1 hour the mixture was filtered and volatiles were removed under reduced pressure. Ethyl acetate was added to the residue; a precipitate formed and was collected by filtration to provide intermediate 5-f as orange solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Fluoro-3,5-dimethoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; PHARMASCIENCE, INC.; LAURENT, Alain; ROSE, Yannick; WO2014/29007; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 52189-63-6, Application In Synthesis of 1-Fluoro-3,5-dimethoxybenzene

To a -30 C. solution of 1-fluoro-3,5-dimethoxybenzene (1.56 g, 10 mmol) in 10 mL of CH2Cl2 was added 10 mL of BBr3/CH2Cl2 at while the solution was stirring. The reaction mixture was stirred at -30 C. for 2 h and then allowed to warm up to RT overnight. To the reaction mixture was added water and the product was extracted with EtOAc (3*10 mL). The organic layers were washed with water (10 mL) and brine (10 mL), dried over anhydrous sodium sulfate, then the combined organic layers were concentrated under reduced pressure to afford a crude product. The residue was purified by flash chromatography (1:1 EtOAc/hexanes) to give 5-fluorobenzene-1,3-diol as a yellow solid (1.2 g, 93%). MS (ES+) C6H5FO2 requires: 128. found: 129 [M+H]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Board of Regents, The University of Texas System; Palmer, Wylie; Jones, Philip; Liu, Gang; Petrocchi, Alessia; Reyna, Naphtali; Subrumanian, Govindan; Theroff, Jay; Yau, Anne; (114 pag.)US2016/60260; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 52189-63-6,Some common heterocyclic compound, 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, molecular formula is C8H9FO2, 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.

Example 53 3- {4- [3-Fluoro-5- (2-phenoxy-4-trifluoromethyl-phenoxy)-phenoxy]-2-methyl-phenyl}- propionic acid Step A 3-Fluoro-5-methoxy-phenol A-78 C solution of l-fluoro-3, 5-dimethoxybenzene (4. 98 g, 31.9 mmol) in dry CH2C12 (50 mL) is treated with a 1 M CH2C12 solution of boron tribromide (128 mL, 128 mmol), and the mixture is warmed to 0 C and stirred under N2. Upon completion, the mixture is poured into ice water and extracted with Et2O. The organic layer is dried (Na2S04), and the solvent is removed in vacuo to afford crude product that is absorbed on silica gel and purified by flash chromatography using a gradient of 5/1 to 1/1 to hexanes/ethyl acetate to afford 2.40 g (53%) of the title compound. Rf= 0.49 (1/1 hexanes/EtOAc).’H NMR (400 MHz, CDCl3). MS (ES-) m/z mass calculated for C7H702F 142, found 141 (M-1,100%).

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-3,5-dimethoxybenzene, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/37763; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 52189-63-6, These common heterocyclic compound, 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, 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.

Weigh 1.5g of 1-fluoro-3,5-dimethoxybenzene and dissolve it with CH2Cl2.40 ml of BBr3/CH2Cl2 solution was added dropwise under ice bath, and reacted at room temperature overnight.After the end, the excess boron tribromide is quenched with methanol.Add ice water, stir, distill off most of the CH2Cl2 under reduced pressure, and extract the aqueous phase three times with ethyl acetate.The ethyl acetate layer was combined, dried with saturated brine, and EtOAc evaporated.The product was obtained in an amount of 1.2 g, which was used without further purification.

Statistics shows that 1-Fluoro-3,5-dimethoxybenzene is playing an increasingly important role. we look forward to future research findings about 52189-63-6.

Reference:
Patent; Cai Pei; Xiao Zuoqi; Ouyang Bo; Pan Tao; Zheng Yi; (7 pag.)CN109678915; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 52189-63-6, These common heterocyclic compound, 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, 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.

28.22 g of 3,5-dimethoxy-5-fluorobenzene was weighed into a 1,000 mE round bottom flask fitted with a stir bar, reflux condenser, nitrogen inlet, and cap. A nitrogen atmosphere was established and maintained throughout the reaction. 200 mE of anhydrous CC14 was added, followed by 32.61 g of N-bromosuccinimide (NI3S). The remaining NI3S powder residue was washed into the flask with 100 mE of CC14. The reaction mixture was stirred at reflux under N, for 4 h, during which time the suspended yellow solids changed color to white. At completion, the precipitated succinimide solids were filtered off and washed thoroughly with 200 mE heptane. The CC14 was removed from the filtrate by rotary evaporation at 50 C. More succinimide precipitated from the heptane solution and was removed by filtration while the solution was still warm. The remaining heptane was removed in vacuo to obtain a clear, amber oil (40.67 g), which solidified on standing. Purification of the crude material was accomplished by distillation. The condenser was kept at 50 C. to prevent the product from solidi1zing before reaching the collection flask. After a small impurity fraction was collected at 78 C./8 torr, the product distilled at 123-125 C./8 ton. The clear pale yellow liquid solidified to an off-white solid on standing (37.88

The synthetic route of 52189-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HINMAN, Andrew W.; Davis, Dana; Kheifets, Viktoria; US2014/256830; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 52189-63-6 as follows. Application In Synthesis of 1-Fluoro-3,5-dimethoxybenzene

EXAMPLE 12 Method of Forming a 1-(2,6-dimethoxy-4-fluorophenyl)-2-methylpropan-1-one Intermediate to a Photoinitiator of the Present Invention The following reaction was carried out as detailed below: Into a 1-liter, three-necked round-bottom flask was placed 20.0 g (0.13 mole) of 1,3-dimethoxy-5-fluorobenzene, 13.6 g (0.0.13 mole) of 2-methylpropanoyl chloride, and 100 ml of nitrobenzene. The mixture was flushed with argon and an equal molar amount of AlCl3 (17.2 g) was added to the reaction mixture while stirring at 5C. The mixture was stirred at a temperature of 5C for about 1 hour after the addition of the AlCl3. The reaction mixture was then mixed with about 100 ml of distilled water and extracted with dichloromethane. The organic layer was washed with NaHCO3 solution, salt water, and then dried. The solvent was removed by vacuum to yield the final productproduct, 1-(2,6-dimethoxy-4-fluorophenyl)-2-methylpropan-1-one. The yield of the reaction was 22.8 g of product (77%).

According to the analysis of related databases, 52189-63-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KIMBERLY-CLARK WORLDWIDE, INC.; EP1117698; (2006); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem