Category: 7617-93-8

Synthetic Route of 7617-93-8, 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. 7617-93-8, name is 2-Bromo-1,4-bis(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 30 1-[2,5-bis(trifluoromethyl)phenyl]pyrrolidin-3-ol; A solution of 2,5-bis(trifluoromethyl)phenyl bromide (4.45 g), 3-hydroxypyrrolidine (1.2 g), palladium(II) acetate (0.16 g), (+/-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.87 g) and cesium carbonate (13.6 g) in toluene (74 mL) was stirred under an argon gas atmosphere at 80C for 16 hr. The reaction mixture was allowed to cool to room temperature, water was added, and the mixture was extracted with ethyl acetate. The extract 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 – 75:25) to give the title compound (3.79 g, yield 91%) as an orange oil. 1H-NMR (300 MHz, CDCl3)delta:1.72 (d, J = 4.9 Hz, 1 H), 1.95 – 2.10 (m, 1 H), 2.10 – 2.24 (m, 1 H), 3.21 – 3.43 (m, 2 H), 3.60 – 3.78 (m, 2 H), 4.48 – 4.65 (m, 1 H), 7.01 – 7.16 (m, 1 H), 7.16 – 7.23 (m, 1 H), 7.63 – 7.74 (m, 1 H).

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

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2295406; (2011); A1;,
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 7617-93-8 as follows. HPLC of Formula: C8H3BrF6

2,5-BIS (TRIFLUOROMETHYL) BROMOBENZENE (0.59 G, 2.00 MMOL, 1.00 EQUIV. ), 4- nitrophenylbronic acid (0.334 g, 2. 00 mmol, 1.00 equiv. ), trans- benzyl (chloro) bis (TRIPHENYLPHOSPHINE) PALLADIUM (LL) (0.076 g, 0.10 mmol, 0.05 EQUIV.), K2CO3 1.38 g, 10.00 MMOL, 5.00 equiv. ) and 10 mL dry NMP were charged to a 25 mL round bottom flask. The mixture was thoroughly de- oxygenated by subjecting to vacuum/nitrogen cycle three times, and heated at 110 C for 2 days under nitrogen protection. Usual workup yielded crude product 4′-nitro-2, 5-bis-trifluoromethyl-biphenyl as brown viscous oil (0. 66 g, 1.97 mmol, 99%). H NMR (300 MHz, CDCl3), 6 (ppm): 8.32 (d, J = 8.7 Hz, 2H); 7. 82-8. 00 (m, 2H); 7.52-7. 61 (m, 3H).The crude product made in the last step was dissolved in 10 mL methylene chloride and 10 mL ethanol. Tin (II) CHLORIDE (2.28 g, 12.00 mmol, 6.00 equiv) was added, followed by addition of 1 mL water. After stirring at room temperature for 2 days, the mixture was neutralized with 2 N NAOH solution, and subjected to usual workup to yield crude product 4′-amino-2, 5-bis-trifluoromethyl- biphenyl (0.52 g, 1.70 mmol, 85% crude yield) as brown viscous oil.4′-Amino-2, 5-bis-trifluoromethyl-biphenyl (0.16 g, 0.50 mmol, 1.00 equiv) was dissolved in 10 mL methylene chloride. To the solution was added 2,3- DIFLUOROBENZOYL chloride (0. 088 g, 0.50 mmol, 1.00 equiv), and triethylamine (0.061 g, 0.60 mmol, 1.20 equiv). The mixture was stirred at room temperature for one hour, and loaded to column for flash chromatography. The title compound was isolated as light yellow solid (0.12 g, 0.27 mmol, 54%). 1H NMR (300 MHz, CDCI3), 6 (PPM) : 8. 39 (D, J= 10.5 Hz, 1H) ; 7.75-7. 95 (m, 6H); 7.63 (s, 1H); 7.26-7. 443 (m, 3H); ESMS CALCD. FOR C21H12F8NO (M + H) + : 446.0 ; Found: 446.0

According to the analysis of related databases, 7617-93-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNTA PHARMACEUTICALS, CORP.; WO2005/9954; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7617-93-8, 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. 7617-93-8 name is 2-Bromo-1,4-bis(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.

Reference Production Example 50; To 13 ml of N,N-dimethylformamide was added 2 g of 1-bromo-2,5-bis(trifluoromethyl)benzene, 5.34 g of cesium carbonate, 0.24 g of tetrakis (triphenylphosphinepalladium) and 1.12 g of 4-pyridineboronic acid, and the mixture was stirred at 90C for 13 hours. Thereafter, the resultant reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with ethyl acetate three times. The organic layers obtained by extraction were combined and washed with saturated saline, dried over anhydrous magnesium sulfate, then, concentrated. The resultant residue was subjected to silica gel column chromatography to obtain 1.6 g of 4-(2,5-bistrifluoromethylphenyl)pyridine. [Show Image] 1H-NMR:7.28(d,2H),7.59(s,1H),7.82(d,1H),7.94(d,1H),8.70-8.72 (m,2H)

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

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2332936; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 7617-93-8, name is 2-Bromo-1,4-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. 7617-93-8

All experiments were performed in a previously-described quadrupole ion trap mass spectrometer (modified ThermoFinnigan LCQ DECA) equipped with electrospray ionization (ESI) [15, 17]. In a typical experiment, the dianion precursor was dissolved in methanol (10-4 M) and injected through the electrospray interface at flow rates ranging from 3 to 5 muL/min. The neutral reagents were mixed into the buffer gas by injecting a constant flow of reagent (20-400 muL/h) into a measured flow of helium (1000-1500 mL/min). Reactions were monitored as a function of time at various flow rates (pressures) of the reagent and branching ratios were determined. Time delays and reagent flows were adjusted to obtain plots that covered two to three half-lives of the reactant ion. Reported rate constants were measured at three different reagent flow rates and at least nine kinetic runs were collected on 2 or more days (>18 runs). In the past, we have shown that the ion trap gives reactivity at near ambient temperature [18]. All the arene reagents were obtained from commercial sources.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7617-93-8, its application will become more common.

Reference:
Article; Eanes, Allison D.; Noin, Diogo O.; Kebede, Maheteme K.; Gronert, Scott; Journal of the American Society for Mass Spectrometry; vol. 25; 1; (2014); p. 10 – 17;,
Bromide – Wikipedia,
bromide – Wiktionary