Category: 328-70-1

Some common heterocyclic compound, 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3BrF6, 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. Computed Properties of C8H3BrF6

EXAMPLE 3 1-(3,5-Bis(trifluoromethyl)phenyl)ethan-1-one A solution of 3,5-Bis(trifluoromethyl)bromobenzene (29.3 g) in 30 mL of THF was added to a mixture of magnesium granules (5.10 g) in THF (200 mL) heated at reflux (the reaction was initiated with approximately 5 mL of the bromide solution; the remainder was added slowly over 1 h). The mixture was aged for 30 min at reflux, cooled to RT and added over 1 h to a solution of acetic anhydride (40 mL) in THF (40 mL) maintained at -15 C. The resulting dark brown mixture was warmed to 10 C. in a water bath, and water (300 mL) was added. The pH of the vigorously stirred biphasic mixture was adjusted to 8.0 using 50% NaOH. MTBE (300 mL) was added, the layers were separated and the aqueous layer was further extracted with MTBE (3*150 mL). The organic layers were combined and concentrated in vacuo (bath at 30-35 C.; 50-80 torr). The concentrate was then distilled at atmospheric pressure to provide the pure product (20.7 g; 82% yield) with a boiling point of 187-189 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 328-70-1, its application will become more common.

Reference:
Patent; McNamara, James M.; Zhao, Matthew M.; US2002/22725; (2002); A1;; ; Patent; Brands, Karel M. Jos; Tsay, Fuh-Rong; Conrad, Karen M.; Zhao, Matthew M.; US2002/52494; (2002); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 328-70-1, 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 328-70-1 as follows.

A mixed solution of 3,5-bis(trifluoromethyl)phenyl bromide (22.0 g), (R)-3-hydroxypyrrolidine hydrochloride (9.23 g), palladium(II) acetate (0.84 g), (+/-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (4.68 g) and cesium carbonate (73.4 g) in toluene (300 mL)-1,4-dioxane (100 mL) was stirred under an argon gas atmosphere at 80 C. for 16 hr. The solid was filtered off, and the filtrate was washed with saturated brine and water, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate 10:1-3:1) to give the title compound (13.7 g, yield 61%) as a white solid.1H-NMR (300 MHz, CDCl3) delta: 1.74 (br, 1H), 2.06-2.31 (m, 2H), 3.28-3.38 (m, 1H), 3.39-3.50 (m, 1H), 3.50-3.66 (m, 2H), 4.61-4.73 (m, 1H), 6.87 (s, 2H), 7.12 (s, 1H).

According to the analysis of related databases, 328-70-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kasai, Shizuo; Kamaura, Masahiro; Cho, Nobuo; US2011/251187; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 328-70-1,Some common heterocyclic compound, 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3BrF6, 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: The ligand bdppmapy (4.9mg, 0.01mmol) and PdCl2 (1.8mg, 0.01mmol) were added to a Schlenk tube containing a magnetic stirrer bar, and then degassed DMF (1mL) was added. The mixture was stirred 3h at room temperature. 4?-Bromoacetophenone (199mg, 1mmol), 4-methoxyphenylboronic acid (228mg, 1.5mmol), and K3PO4 (637mg, 3mmol) were added to another Schlenk tube with a magnetic stirrer bar. The dissolved mixture of bdppmapy/PdCl2 (2muL, 0.00002mmol) was transferred to the Schlenk tube of reactants by syringe. Then, ethanol (4mL) was added. The reaction mixture was heated at reflux for 1.5h. At the end of the reaction, the solution was cooled to room temperature and water (5mL) was added. The mixture solution was extracted with ethyl acetate (3×5mL) and the organic layer was dried over magnesium sulfate. The dried solution was filtered and reduced to approx. 1-2mL under vacuum, then purified with silica gel chromatography to give the corresponding product with an isolated yield.

The synthetic route of 328-70-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ning, Jin-Jiao; Wang, Jian-Feng; Ren, Zhi-Gang; Young, David James; Lang, Jian-Ping; Tetrahedron; vol. 71; 23; (2015); p. 4000 – 4006;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene, 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 328-70-1, Application In Synthesis of 1-Bromo-3,5-bis(trifluoromethyl)benzene

A 250 ml round-bottom flask was charged with magnesium (turnings; 2.18 g; 89.5 mmol), and argonated. Then, Et2O (60 ml), I2 (one crystal) were added, and a solution of 1-bromo-3,5-bis(trifluoromethyl)benzene (26.67 g; 91.0 mmol) in Et2O (60 ml) was added portionwise over 45 min with stirring. After 2 h the mixture was cooled with ice-water bath and AsCl3 (2.2ml; 26.1 mmol) was added dropwise, that caused formation of crystalline precipitate. Stirring was continued at RT for 16 h, and aqueous NH4Cl (100 ml; 10%) was added. The resulted mixture was extracted with ethyl acetate (3 100 ml), and combined organic phases were washed with brine (100 ml), and dried over MgSO4. The mixture was filtered, evaporated, and residue grey-brownish solid was crystallized from n-hexane (dissolved in boiling solvent and slowly cooled to ca. 0 C; 30 ml) to obtain 8d (17.99 g; 25.18 mmol; 97%) as white solid.

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Reference:
Article; Grudzie?, Krzysztof; Basak, Tymoteusz; Barbasiewicz, Micha?; Wojciechowski, Tomasz M.; Fedory?ski, Micha?; Journal of Fluorine Chemistry; vol. 197; (2017); p. 106 – 110;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 328-70-1, 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. 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A three-neck round bottom flask fitted with a reflux condenser was evacuated, flame dried and filledwith argon prior to use. 1.01 g (41.7 mmol) magnesium, 0.72 g (6.4 mmol, 1 eq) NaBF4 and diethylether (150 mL) were added. To start to reaction 1.07 g (0.49 ml, 5.7 mmol, 0.9 eq) dibromoethanewere added and the flask was heated for several minutes followed by the dropwise addition of 1.71 g(6.25 ml, 36 mmol) 3,5-bis(trifluoromethyl)bromobenzene diluted with diethyl ether (50 mL) over30 min. When the exothermic reaction slowed the reaction mixture was heated for additional 30 min.The solution was then stirred over night at room temperature. The reaction mixture was quenched bythe addition of 16 g Na2CO3 in distilled water (200 mL), stirred for 30 min and filtered. The aqueousphase was extracted three times with diethyl ether (50 mL), the combined organic phases were driedover sodium sulfate and charcoal followed by filtration. The solvent was removed and the remainingcrude product was dissolved in toluene (200 mL) to remove the water with a Dean Stark trap byazeotropic distillation. The solvent was removed, the product filtered, washed with dry toluene anddried under vacuo. The product was observed as colorless solid (4.65 g, 5.3 mmol, 82 %).m.p. decomposition >290 C.1H-NMR (300 MHz, DMSO-d6): delta = 7.67 (s, 4H, B-p-CH), 7.61 (s, 8H, B-o-CH) ppm.13C-NMR (75.5 MHz, DMSO-d6): delta = 161.0 (q, JB = 50 Hz, 4 Ci-B), 134.0 (s, 8 B-o-CH), 128.5 (qq,JF = 31 Hz, JB = 2.7 Hz, 8 Ci-CF3), 124.0 (q, JF = 272 Hz, CF3), 117.6 (m, 4 B-p-CH) ppm.19F-NMR (283 MHz, DMSO-d6): delta = -57.6 (CF3) ppm.Elemental analysis for C32H12BF24Na*1.8 H2O: calcd. C = 41.61 H = 1.70, found C = 41.57, H = 1.66.

The synthetic route of 1-Bromo-3,5-bis(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kaliner, Maria; Strassner, Thomas; Tetrahedron Letters; vol. 57; 31; (2016); p. 3453 – 3456;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-3,5-bis(trifluoromethyl)benzene

10 g of 3,5-bis(trifluoromethyl)bromobenzene are mixed with 11 ml of cyclohexyldimethylamine and 30 ml of dimethylacetamide and degassed. 38 mg of palladium acetate and 152 mg of di(tert-butyl)phenylphosphine are dissolved in 5 ml of dimethylacetamide and added to the mixture. The mixture is transferred to an autoclave and 30 bar of ethylene are injected. The mixture is then heated to 110 C. and stirred at this temperature for 3 hours. At the end of the reaction, the mixture is cooled and the pressure released. Subsequently, 8.3 g of 1,5-dimethyl-3-trifluoromethyl-1H-pyrazole are added to the reaction mixture and the mixture is heated to 130 C. for 12 h. Afterwards, the mixture is cooled, added to water and worked up with toluene. Yield over the two steps: 10.5 g (76%) of slightly brownish solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 328-70-1.

Reference:
Patent; Ebenbeck, Wolfgang; Rampf, Florian; Marhold, Albrecht; US2004/142820; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 328-70-1,Some common heterocyclic compound, 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3BrF6, 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: Inside an argon atmosphere glove box, halide (0.5mmol), boronic acid (0.75mmol), K3PO4 (1.5mmol), PPPd (4mg, 1.4wt% Pd, 0.0005mmol), solvent (2ml, H2O/EtOH v/v=2:3) were mixed in a 5ml vessel and sealed. Then it was moved out of the glove box and heated in an oil bath to 80C for 2-6h. After cooled down to r.t. for about half an hour, the mixture was filtered. Take a small amount of the liquid for GC analysis. The solid part was washed three times with ethanol. The combined liquid was dried and purified by column to give pure coupling product. For recycle experiments, the solid part after washing was degassed and used into the next cycle. Combing the recycled catalyst from X reaction times was marked as Re-PPPd-X.

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-3,5-bis(trifluoromethyl)benzene, its application will become more common.

Reference:
Article; Wang, Xinbo; Min, Shixiong; Das, Swapan K.; Fan, Wei; Huang, Kuo-Wei; Lai, Zhiping; Journal of Catalysis; vol. 355; (2017); p. 101 – 109;,
Bromide – Wikipedia,
bromide – Wiktionary