Category: 1073-06-9

Some common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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. Application In Synthesis of 1-Bromo-3-fluorobenzene

A nitrogen-protected four-necked flask was charged with 268 g of diisopropylamine and 100 g of tetrahydrofuran, cooled to -40 C to -50 C, and 340 g was added dropwise at -40 C to -50 C Butyl lithium, stirring and holding 1 hour, the raw material reaction is completed. Cooling to -70 ~ -80 ,A mixture of 200 g of fluorobromobenzene and 100 g of tetrahydrofuran was added dropwise,Stir for 2 hours. After the addition of dimethylformamide 112 g, stirring for 1 hour, hydrochloric acid quenching pH = 1 ~ 2.The ethyl acetate extract was distilled under vacuum under reduced pressure to give 165 g of 2-fluoro-6-bromobenzaldehyde and 98% pure GC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1073-06-9, its application will become more common.

Reference:
Patent; Dalian Lianhua Chemical Co., Ltd.; Liu Qibin; Wang Zhongxing; (5 pag.)CN106977535; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1073-06-9, name is 1-Bromo-3-fluorobenzene, belongs to bromides-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 1073-06-9, HPLC of Formula: C6H4BrF

General procedure: In a typical run, a 5-mL vial equipped with a magnetic stirrer was charged with a mixture of phenyl bromide(78.5 mg, 0.5 mmol), styrene (62.5 mg, 0.6 mmol), Pd catalyst (0.0025 mmol), K3PO4 (212 mg, 1.0 mmol) and DMF (1 mL) under nitrogen. The mixture was heated at 100 C for 4 h and then cooled to room temperature. Brine was added, and the resulting mixture was extracted with ethyl acetate (3 x 5 mL). The GC-MS samples were prepared by diluting 10 lL of ethyl acetate solution to1 mL.

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:
Article; Du, Yufeng; Liang, Beibei; Yang, Fenglei; Shi, Yanhui; Li, Xiuling; Pang, Guangsheng; Cao, Changsheng; Transition Metal Chemistry; vol. 42; 3; (2017); p. 193 – 201;,
Bromide – Wikipedia,
bromide – Wiktionary

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 1073-06-9 as follows. COA of Formula: C6H4BrF

Add carbazole (2g, 11.93mmol) to a 100mL reaction flask.2-bromo-4-fluorobenzene (2g, 11.36mmol), potassium carbonate (3.14g, 22.73 mmol), DMSO (30mL),Under nitrogen protection, heat to 140 C for 4 hours.The reaction was monitored by TLC until the reaction was complete.Filter under reduced temperature and rinse the filter cake with ethyl acetate and water.The aqueous phase was separated, the organic layer was dried and concentrated, 100 mL of n-hexane was added, and sonication was performed for 2 minutes. A white solid was precipitated and filtered to obtain 1.3 g of intermediate M4.

According to the analysis of related databases, 1073-06-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gao Wenzheng; Du Qian; Zhang Chunyu; Ren Xueyan; (35 pag.)CN110407825; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1073-06-9, name is 1-Bromo-3-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H4BrF

To a solution of diisopropylamine (76 niL, 0.4 mol) in dry THF (664 mL) and n-hexane (220 mL) is added 2.5 M /?-BuLi (160 mL. 0.4 mol) dropwise at -780C during a period of 1 h. The mixture is stirred for 1 h at -780C. Then a solution of 1- bromo-3-fiuoro-benzene (69 g, 0.4 mol) in dry THF (300 mL) at -780C is added to the above mixture dropwise. After stirring for an additional 1 h at -780C, the mixture is added a solution of iodine (101 g, 0.4 mol) in dry THF (400 mL) dropwise at – 780C. The temperature is raised from -780C to rt during 2 h. After stirring for 18 h at rt, the mixture is concentrated in vacuo to give crude product (120 g) which is distilled under reduced pressure to afford l-bromo-3-fluoro-2-iodobenzene (110 g). 1H NMR (400MHz, DMSO): 7.24-7.19 (t, IH), 7.38-7.32 (m, IH), 7.55-7.53 (d, IH).

The synthetic route of 1073-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; VITAE PHARMACEUTICALS, INC.; WO2008/124575; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1073-06-9,Some common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.

Step 1: 2-Bromo-6-fluorobenzaldehydeTo a stirred solution of diisopropylamine (1.4 mL, 0.00571 mol) in dry tetrahydrofuran (7.2 mL) was added dropwise n-butyllithium (1.6M in hexane) (3.56 mL, 0.00571 mol) at 0C and stirring was continued for 15 min at 0C. The reaction mixture was cooled to -78C and l-bromo-3-fluorobenzene (1 g, 0.00571 mol) was added over 10 min. After stirring for 1 h at -78C, anhydrous N,N-dimethylformamide (7.2 mL) was added dropwise over 5 min and the resulting mixture was stirred for another 20 min at -78C. The reaction was quenched with addition of acetic acid (0.6 mL) followed by water (15 mL) and the mixture was warmed to room temperature. The mixture was extracted with ethyl acetate (2×20 mL) and the combined organic layers were washed with water (2×10 mL) followed by brine solution and dried over anhydrous sodium sulfate. The solvent was evaporated under vacuum to afford the title compound as a pale yellow solid (850 mg, 73%). H NMR (400 MHz, DMSO-d6) : delta 10.21 (s, 1H), 7.66-7.61 (m, 2H), 7.45-7.42 (m, 1H). ESI-MS: Calculated mass: 201.94; Observed mass: 202.0 [M]+.

The synthetic route of 1073-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; SMITH, Roger, A.; REDDY, Sanjeeva; JOHN, Tyler, M.; NYAVANANDI, Vijay, Kumar; SUBRAMANYA, Hosahalli; POTLURI, Vijay; PANIGRAHI, Sunil, Kumar; NADIPALLI, Prabhakara, Rao; SENGUPTA, Saumitra; WO2014/169167; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1073-06-9,Some common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.

500ml three-necked flask, magnesium turnings 5.9g (0.24mol), THF20ml,A solution of 38.5 g (0.22 mol) of 3-fluorobromobenzene in 140 mL of THF was added dropwise to prepare 3-fluorophenyl magnesium bromide.Warmed to 60 C,To maintain a steady reaction dropwise 1,4-cyclohexanedione monoethylene ketal 31.2g (0.2mol)And 120ml of toluene dubbed the solution, after the incubation temperature was stirred 3h,Cool to 0 C. Keep the temperature below 10 C slowly add 2N hydrochloric acid 200ml, the upper organic layer was separated,The aqueous layer was extracted once with 120 ml of toluene, the organic phases were combined, the solvent was evaporated to 100 C, 1 g of p-toluenesulfonic acid was added,Ethylene glycol 5g, reflux water 5h to dry out. The reaction solution was washed with aqueous sodium bicarbonate until neutral,Drying toluene,43.1 g (46.8 g) of cyclohexenyl intermediate was obtained in a yield of 92% and a GC purity of 98.6%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-fluorobenzene, its application will become more common.

Reference:
Patent; (11 pag.)CN107573212; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1073-06-9, A common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.

General procedure: An oven dried round-bottom flask was charged with magnesium (1.2 equiv.), applied high vacuum three times and back filled with nitrogen. Then a small piece iodine (I2) and solvent dry THF 5 mL was added under N2 atmosphere. Solution of aryl bromide (1.0 equiv. 3 mmol) in 5 mL of dry THF was dropped slowly to the round bottom flask and stirred at room temperature for 30 min under N2 atmosphere. After the formation of Grignard reagent, the reaction mixture was cooled to 0 C and then corresponding aldehyde 1.5 equiv. was added dropwise. The reaction mixture was stirred for 1-2 h. Progress of the reaction was monitored by TLC. After consumption of reactants, the reaction mixture was quenched with sat. NH4Cl solution and extracted with ethyl acetate (3 * 20 mL). The combined organic layer was washed with sat. NaCl solution and dried over anhydrous Na2SO4. The organic layer was concentrated under vacuum, and the crude mixture was purified by silica gel column chromatography (hexanes/ethyl acetate) to afford pure secondary benzyl alcohols 1.

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:
Article; Muneeswara, Madithedu; Sundaravelu, Nallappan; Sekar, Govindasamy; Tetrahedron; vol. 75; 25; (2019); p. 3479 – 3484;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1073-06-9, The chemical industry reduces the impact on the environment during synthesis 1073-06-9, name is 1-Bromo-3-fluorobenzene, I believe this compound will play a more active role in future production and life.

1)3 Grignard reagent was prepared from 3-bromofluorobenzene (8.20 mL, 75.0 mmol) and magnesium (1.9095 g, 78.5 mmol) in dry THF (120 mL) in virtually quantitative yield. To a solution of ethyl formate (2.42 mL, 30.0 mmol) in dry THF (60 mL) a solution of Grignard reagent solution was slowly added at 0 C. After 1 h warming to room temperature, the reaction mixture was quenched with sat. NH4Cl aq. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layer was dried over MgSO4, and filtered. The filtrate was concentrated in vacuo. The resulting residue was purified by column chromatography on silica gel (hexane/ ethyl acetate = 30/1) to afford bis(3-fluorophenyl)methanol. Yellow oil (6,6738g, quant.). 1H NMR (500 MHz, CDCl3) delta 7.34-7.27 (m, 2H), 7.17-7.04 (m, 4H), 7.02-6.93 (m, 2H), 5.81 (d, J = 3.5 Hz, 1H), 2.32 (d, J = 3.5 Hz, 1H) 4

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-Bromo-3-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Tanaka, Kenta; Kishimoto, Mami; Hoshino, Yujiro; Honda, Kiyoshi; Tetrahedron Letters; vol. 59; 19; (2018); p. 1841 – 1845;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1073-06-9, name is 1-Bromo-3-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 1073-06-9

General procedure: A mixture of a fluorinated aryl halide (2.0 mmol), a carbazole (0.5 mmol), and a base (2.0 mmol) in solvent (2 mL) was allowed to react under air atmosphere. The reaction mixture was heated to the specified temperature for 24 h. After reaction completion, the mixture was added to brine (15 mL) and extracted with CH2Cl2 (3 ¡Á 15 mL). The combined extract was concentrated under reduced pressure and the product was isolated by short chromatography on a silica gel (200-300 mesh) column.

The synthetic route of 1073-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Lei; Ji, Enhui; Liu, Ning; Dai, Bin; Synthesis; vol. 48; 5; (2016); p. 737 – 750;,
Bromide – Wikipedia,
bromide – Wiktionary