Category: 68322-84-9

Related Products of 68322-84-9, 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 68322-84-9 as follows.

EXAMPLE 7 Preparation of 3-[(2-Fluoro-5-(trifluoromethyl)phenyl]ethynyl]aniline A multinecked flash as described in Example 1 was charged with 4.93 g (0.020 mol) of 3-bromo-4-fluorobenzotrifluoride, 75 ml of dried, degassed triethylamine, 2.34 g (0.020 mol) of 3-aminophenylacetylene, 0.06 g (0.08 mmol) of bis(triphenylphosphine) palladium II chloride, 0.118 g (0.45 mmol) of triphenylphosphine, and 0.06 g (0.31 mmol) of cuprous iodide. The reaction mixture was heated at 70 C. for 40 hours at which point gas chromatography showed the reaction to be complete. The product mixture was cooled to room temperature and diluted with 75 ml of ether. Filtration of the insoluble hydrobromide salt followed by concentration of the filtrate gave the crude product (5.5 g, 89%) as an orange liquid. Short path distillation of the crude product under reduced pressure gave 4.05 g (0.014 mol, 70% yield) of the product as a yellow solid.

According to the analysis of related databases, 68322-84-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; National Starch and Chemical Investment Holding Corporation; US5107026; (1992); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 68322-84-9, name is 2-Bromo-1-fluoro-4-(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 68322-84-9, Computed Properties of C7H3BrF4

A solution of 2-bromo-1-fluoro-4-(trifluoromethyl)benzene (4.6 g), 3-hydroxypyrrolidine (1.5 g), palladium(II) acetate (193 mg), (+/-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (1.07 g) and cesium carbonate (16.8 g) in toluene (90 ml) was stirred under an argon gas atmosphere at 85 C. for 16 hr. After cooling to room temperature, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate 90:10-65:35) to give the title compound (2.12 g, yield 49%) as a brown oil.1H-NMR (300 MHz, CDCl3) delta: 1.67 (d, J=4.3 Hz, 1H), 1.96-2.23 (m, 2H), 3.35-3.49 (m, 2H), 3.56-3.76 (m, 2H), 4.49-4.65 (m, 1H), 6.79-6.88 (m, 1H), 6.88-6.96 (m, 1H), 6.97-7.10 (m, 1H).

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

Synthetic Route of 68322-84-9, 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. 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 8: Preparation of 5-Cyano-5-(4-methoxy-8-trifluoromethyl- dibenzofuran-l-yl)-2-oxo-cyclohexanecarboxylic acid methyl esterStep-1: Preparation of 3-(2-Bromo-4-trifluoromethyl-phenoxy)-4-methoxy- benzaldehydeTo a stirred solution of Isovanillin (5 gm, 0.0328 moles) and Potassium carbonate (13.6 gm, 0.0985 moles) in dry DMF (20 ml) was added 3-Bromo-4- Fluorobenzotrifluoride (8.065 gm, 0.0331 moles) over a period of 15 min at room temperature under nitrogen atmosphere, and then above reaction mixture was stirred at 14O0C for 5 hrs. After completion of reaction, the reaction mixture was cooled to room temperature and the contents were poured in to water (100 ml) and extracted with ethyl acetate (3XlOOmI). The organic extracts were combined and washed with IN sodium hydroxide, water and brine, dried with sodium sulfate, filtered and solvent evaporated under vacuum to obtain the title compound (11.58 gm, yield-94%) a pale yellow solid.1H NMR (300 MHz, CDCl3) delta 3.92 (s, 3H), 6.75 (d, J= 8.6 Hz, IH), 7.15 (d, J= 8.5 Hz, IH), 7.45 (d, J= 8.6 Hz, IH), 7.54 (d, J = 1.9 Hz, IH), 7.77 (dd, J=8.4 Hz, J=I.9Hz, IH,), 7.90 (s, IH), 9.87 (s, IH)MS (M++.): 376

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MATRIX LABORATORIES LTD.; WO2009/115874; (2009); A2;,
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. 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene

3-Bromo-4-fluorobenzotrifluoride (0.38 mL, 2.67 mmol), Cs2C03 (1.74 g, 5.34 mmol), X-Phos (207 mg, 0.036 mmol) and Pd2(dba)3 (164 mg, 0.18 mmol), were added to a mixture of intermediate 31 and intermediate 32 (510 mg, 1.78 mmol) in 2-methyl-2- propanol (40 mL) under a N2 atmosphere. The r.m. was heated at 100 C for 16 h. Then, the r.m. was cooled to r.t., water was added and the r.m. was extracted with DCM. The combined organic layers were dried (MgS04), filtered and concentrated in vacuo. The residue was purified by flash column chromatography (eluent: DCM/MeOH from 100/0 to 95/5). The product fractions were collected and concentrated in vacuo. Both residue was suspended in DIPE and treated with a 6 N HC1 sol. in 2-propanol. Resulting precipitates were collected by filtration. The first compound impure was repurified by RP preparative HPLC [RP Vydac Denali CI 8 – IotaOmicronmu?iota, 250 g, 5cm); mobile phase: a gradient of (0.25% H4HC03 sol. in water/CH3CN)]. The product fractions were collected and concentrated in vacuo. Both residue was crystallized from DIPE, filtered off and dried. Yield: 118 mg of compound 11 (13 %) as HC1 salt (.HC1 .H20) and 97 mg of compound 11a (12 %; regioisomer of compound 11).

The synthetic route of 68322-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 68322-84-9, 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. 68322-84-9 name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, 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.

To a flask under nitrogen, 3,4-dihydro-2H-benzo[b][1,4]oxazine (Tyger Scientific Inc., Ewing, NJ, 0.457 mL, 3.70 mmol) was dissolved in DMF (18.50 mL) and at room temperature, NaH (60% dispersion in mineral oil) (0.326 g, 8.14 mmol) was added, and the reaction was stirred for 15 minutes. 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene (Alfa Aesar, Ward Hill, MA, 0.790 mL, 5.55 mmol) was then added, and the reaction was stirred overnight at room temperature until complete conversion to the desired product. The reaction was then quenched with saturated aqueous ammonium chloride solution, and extracted with EtOAc (x2). The combined organics were washed with brine, dried over sodium sulfate, and concentrated to give material, which was purified via silica gel MPLC (Biotage Isolera One; PuriFlash HP, 15mu, 25 g (Biotage, Uppsala, Sweden)), eluting with 0 to 100% ethyl acetate in heptanes. Fractions containing clean product were collected and concentrated under a vacuum to yield 1.73 g of 4-(2-bromo-4-(trifluoromethyl)phenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine (INTERMEDIATE B) as an orange oil. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.62 – 3.69 (m, 2 H) 4.28 (t, J=4.21 Hz, 2 H) 6.30 (dd, J=7.87, 1.71 Hz, 1 H) 6.71 (dtd, J=18.67, 7.42, 7.42, 1.71 Hz, 2 H) 6.85 (dd, J=7.78, 1.81 Hz, 1 H) 7.59 (d, J=8.41 Hz, 1 H) 7.81 (dd, J=8.41, 1.56 Hz, 1 H) 8.13 (d, J=1.66 Hz, 1 H). m/z (ESI) 357.0 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; BOEZIO, Christiane; BOEZIO, Alessandro; BREGMAN, Howard; CHAKKA, Nagasree; COATS, James R.; COPELAND, Katrina W.; DIMAURO, Erin F.; DINEEN, Thomas; GAO, Hua; LA, Daniel; MARX, Isaac E.; NGUYEN, Hanh Nho; PETERSON, Emily Anne; WEISS, Matthew; WO2013/122897; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF4, 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 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene

Step F 3- 4- [3- (2-Bromo-4-trifluoromethyl-phenoxy)-5-fluoro-phenoxy]-2-methyl-phenyl}- propionic acid ethyl ester A mixture of 3- [4- (3-fluoro-5-hydroxy-phenoxy)-2-methyl-phenyl]- propionic acid ethyl ester (0.557 g, 1.75 mmol), 3-bromo-4-fluorobenzotrifluoride (0.425 g, 1.75 mmol) and 325 mesh potassium carbonate (0.29 g, 2.10 mmol) in dry DMSO (10 mL) is heated to 100 C and stirred 2.5 hours under N2. The reaction is cooled and acidified with 1 N HCI. The mixture is then diluted with Et20 and extracted with water. 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 5/1 hexanes/ethyl acetate to afford 0.735 g (78%) of the title compound.’H NMR (400 MHz, CDCl3) ; MS (ES+) 7w/Z mass calculated for C25H2104F4Br 540, found 558 and 560 (M + NH4, 100%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 68322-84-9, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/37763; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 68322-84-9, name is 2-Bromo-1-fluoro-4-(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 68322-84-9, Recommanded Product: 68322-84-9

To a flask under nitrogen, 3,4-dihydro-2H-benzo[b][1,4]oxazine (Tyger Scientific Inc., Ewing, NJ, 0.46 mL, 3.7 mmol) was dissolved in DMF (19 mL) and at room temperature, NaH (60% dispersion in mineral oil) (0.33 g, 8.1 mmol) was added, and the reaction was stirred for 15 minutes. 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene (Alfa Aesar, Ward Hill, MA, 0.790 mL, 5.6 mmol) was then added, and the reaction was stirred overnight at room temperature until complete conversion to the desired product. The reaction was then quenched with saturated aqueous ammonium chloride solution, and extracted with EtOAc (x2). The combined organics were washed with brine, dried over sodium sulfate, and concentrated to give material, which was purified via silica gel MPLC (Biotage Isolera One; PuriFlash HP, 15mu, 25 g (Biotage, Uppsala, Sweden)), eluting with 0 to 100% ethyl acetate in heptanes. Fractions containing clean product were collected and concentrated under a vacuum to yield 1.7 g of 4-(2-bromo-4-(trifluoromethyl)phenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine as an orange oil. 1H NMR (400 MHz, DMSO-d6) d ppm 3.62 – 3.69 (m, 2 H) 4.28 (t, J=4.21 Hz, 2 H) 6.30 (dd, J=7.87, 1.71 Hz, 1 H) 6.71 (dtd, J=18.67, 7.42, 7.42, 1.71 Hz, 2 H) 6.85 (dd, J=7.78, 1.81 Hz, 1 H) 7.59 (d, J=8.41 Hz, 1 H) 7.81 (dd, J=8.41, 1.56 Hz, 1 H) 8.13 (d, J=1.66 Hz, 1 H). m/z (ESI) 357.0 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Article; La, Daniel S.; Peterson, Emily A.; Bode, Christiane; Boezio, Alessandro A.; Bregman, Howard; Chu-Moyer, Margaret Y.; Coats, James; DiMauro, Erin F.; Dineen, Thomas A.; Du, Bingfan; Gao, Hua; Graceffa, Russell; Gunaydin, Hakan; Guzman-Perez, Angel; Fremeau, Robert; Huang, Xin; Ilch, Christopher; Kornecook, Thomas J.; Kreiman, Charles; Ligutti, Joseph; Jasmine Lin, Min-Hwa; McDermott, Jeff S.; Marx, Isaac; Matson, David J.; McDonough, Stefan I.; Moyer, Bryan D.; Nho Nguyen, Hanh; Taborn, Kristin; Yu, Violeta; Weiss, Matthew M.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3477 – 3485;,
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. 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene

Example 2 [0028] [0029] A 400 mL shaker tube was loaded with 50 g of 3-bromo-4-fluorobenzotrifluoride and 10 g of SbF5. The shaker tube was evacuated, charged with 20 g of TFE, and agitated for 12 h at 25 C. The crude product was unloaded from the shaker tube and washed with water. The organic layer was separated, dried over MgSO4 and filtered to give 37 g of crude product, containing benzotrifluoride and compounds 4 and 5 in a ratio of 10:60:30, respectively, as determined by NMR and GC/MS. The reaction mixture was distilled at atmospheric pressure, using a spinning-band distillation column to give 15.3 g of a fraction (b.p. 142-144 C. at 760 mm Hg) and 13.5 g of residue. According to NMR analysis, the distilled fraction contained compounds 4 and 5 in a ratio of 85:15. The residue was found to be a mixture of 4 and 5 in a ratio of 30:70. [0030] Compound 4. 19F NMR (CDCI3): -80.38 (3F,t), -101.28 (1F, m), -111.56 (2F,m), -126.61(2F, s) ppm. H1 NMR (CDCl3): 7.32 (1H,m), 7.70 (1H,m), 7.92 (1H,m) ppm. [0031] Compound 5. 19F NMR (CDCl3): -79.33 (6F, m)), -102.46 (1F,m), -120.33 (4F, A:B quartet), -181.75, 1F, m) ppm. H1 NMR (CDCl3): 7.32 (1H,m), 7.70 (1H,m), 7.92 (1H,m) ppm.

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 68322-84-9.

Reference:
Patent; E I DU PONT DE NEMOURS AND COMPANY; Petrov, Viacheslav A.; US2014/200372; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 68322-84-9,Some common heterocyclic compound, 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF4, 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.

Cul (150 mg, 0.79 mmol) and N,/V-dimethylethylenediamine (0.17 mL, 1.58 mmol) were added to a mixture of 3-bromo-4-fluorobenzotrifluoride (768 mg, 3.16 mmol), intermediate 21 (250 mg, 0.79 mmol), and Cs2C03 (644 mg, 1.98 mmol) in DMF (3 mL). The r.m. was heated at 170 C for 90 min twice, the r.m. was cooled, EtOAc was added and the mixure was washed with a IM aq. H4OH solution, water and brine. The organic layer was dried (MgS04), filtered and the solvent was evaporated in vacuo. The residue was purified by flash column chromatography (eluent: DCM/MeOH from 100/0 to 97/3). The product fractions were collected and concentrated in vacuo. Then the residue was repurified by RP preparative HPLC [RP Vydac Denali C18 – IotaOmicronmu?iota, 250 g, 5cm); mobile phase: a gradient of (0.25% H4HC03 sol. in water)/CH3CN)]. The product fractions were collected and concentrated in vacuo. Yield: 75 mg of compound 14 (20 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
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. 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H3BrF4

Example 63 3- {2-Ethyl-4- [3-methyl-5- (2-o-tolyloxy-4-trifluoromethyl-phenoxy)-phenoxy]-phenyl}- propionic acid Step A A mixture 3-benzyloxy-5-methyl-phenol (8.50 g, 39.7 mmol), 3-bromo-4- fluorobenzotrifluoride (9.64 g, 39.7 mmol) and 325 mesh potassium carbonate (6.58 g, 47.6 mmol) in dry DMSO (100 mL) is heated to 100 C and stirred for 8 hours under N2. The reaction is cooled and acidified with 1 N HCI. The mixture is then diluted with water and extracted with Et20. 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 9/1 hexanes/ethyl acetate to afford 14.14 g (81%) product. Rf = 0.52 (4/1 hexanes/EtOAc).’H NMR (400 MHz, CDCl3).

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 68322-84-9.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/37763; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary