Category: 138526-69-9

Reference of 138526-69-9, A common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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: A mixture of the styrene (3 mmol), the halogenated benzene (3 mmol), triethanolamine (3 mmol) and Pd (II) acetate (0.03 g) was stirred under argon at 100 C for 24 h. The reaction was cooled to 25 C, quenched by the addition of dil. aq. hydrochloric acid (2 N, 10 ml), and extracted with ether (3 × 100 ml). The organic phases were dried (Na2SO4), the solvents evaporated, and the crude product was subjected to chromatography (silica gel, hexane/ethyl acetate mixtures).

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; Csuk, Rene; Albert, Sabrina; Siewert, Bianka; Schwarz, Stefan; European Journal of Medicinal Chemistry; vol. 54; (2012); p. 669 – 678;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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. Recommanded Product: 1-Bromo-3,4,5-trifluorobenzene

Synthesis of diethyl 3,4,5-trifluorophenylphosphonateTrifluorobromobenzene (1.70 mL, 14.2 mmol), diethyl phosphite (2.20 mL, 17.1 mmol), 7V,7V-dicyclohexylmethylamine (4.60 mL, 21.3 mmol) and ethanol (50 mL) were all combined in a nitrogen purged round bottom flask. After stirring for 5 minutes, triphenylphosphine (223 mg, 0.85 mmol) and palladium acetate (64 mg, 0.28 mmol) were added to the flask as one. The solution was heated to 76 0C and allowed to stir overnight. The solution started as a translucent brown color but was clearer by morning. Upon cooling, a silica plug (starting with hexanes as eluent, and increasing the polarity with ethyl acetate as needed) was run and a UV-active spot (Rf = 0.35 in 1:1 hexanes: ethyl acetate) was isolated. The final product is a clear oil (3.477 g, 91 % yield). 1B NMR (400.14 MHz, CDCl3) delta 7.44 (dt, J= 14.4, 6.50 Hz 2H), 4.19 – 4.07 (m, 4H), 1.34 (t, J= 7.07 Hz, 6H). 13C(1H) NMR (100.62 MHz, CDCl3) 5 151.1 (dddd, J= 254.7, 25.4, 10.1, 2.9 Hz, 2C), 142.5 (dtd, J= 258.6, 15.1, 3.3 Hz), 125.0 (dtd, J= 194.5, 5.8, 5.2 Hz), 116.3 – 116 (m, 2C), 62.72 (d, J= 5.63 Hz, 2C), 16.16 (d, J= 6.34 Hz, 2C). 31P(1H) NMR (161.97 MHz, CDCl3): delta 14.94. Analysis calculated (found) %: C 44.79 (44.51), H 4.51 (4.65). MS (FAB, m/z): 283 (M+, 100%). Exact mass calculated (found) for [M+H]+, m/z): 283.07109 (283.07135)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 138526-69-9, its application will become more common.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; IMPERIAL INNOVATIONS Ltd.; HOTCHKISS, Peter; MARDER, Seth; GIORDANO, Anthony; ANTHOPOULOS, Thomas, D.; SOLVAY SA; WO2010/115854; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, 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 138526-69-9, Safety of 1-Bromo-3,4,5-trifluorobenzene

To a reaction vessel under a nitrogen atmosphere, 1-bromo-3,4,5-trifluorobenzene (10.7 g) and diethyl ether (150 ml) were added, and cooling was carried out to -50C. Thereto, a n-butyllithium (1.57 M) n-hexane solution (30.7 ml) was added dropwise in a temperature range of -50C to -45C, and stirring was carried out for another 1 hour. Then, after cooling to -74C, a diethyl ether (20.0 ml) solution of compound (T-3) (7.47 g) was added dropwise in a temperature range of -74C to -70C, and stirring was carried out for 4 hours while returning to room temperature. The resultant reaction mixture was poured into ice water (200 ml), and mixing was carried out. Toluene (200 ml) was added to separate layers into an organic layer and an aqueous layer, and an extraction operation was performed. The resultant organic layer was sequentially washed with a 1 N hydrochloric acid solution, a saturated aqueous solution of sodium hydrogencarbonate and water, and drying over anhydrous magnesium sulfate was carried out. The resultant solution was concentrated under reduced pressure, and a residue was purified by fractionation by means of column chromatography (silica gel; heptane), and further purified by recrystallization from a heptane/Solmix A-11 mixed solvent, and thus (E)-4-[1,2-difluoro-2-(3,4,5-trifluorophenyl)vinyl]-3-fluoro-4′-pr opylbiphenyl (1-1-1) (3.75 g) was obtained. The yield based on compound (T-3) was 36%. Chemical shifts according to 1H-NMR analysis were as described below, and the compound obtained could be identified to be (E)-4-[1,2-difluoro-2-(3,4,5-trifluorophenyl)vinyl]-3-fluoro-4′-pr opylbiphenyl. Chemical shifts delta (ppm; CDCl3); 7.58 (dd, J = 7.80 Hz, J = 7.65 Hz, 1H), 7.53 (d, J = 8.15 Hz, 2H), 7.50 – 7.37 (m, 4H), 7.29 (d, J = 8.10 Hz, 2H), 2.65 (t, J = 7.85 Hz, 2H), 1.75 – 1.64 (m, 2H), 0.98 (t, 7.45 Hz, 3H). A phase transition temperature of compound (1-1-1) obtained was as described below. Phase transition temperature: C 66.2 SA 95.2 N 116 I.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3,4,5-trifluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; JNC Corporation; JNC Petrochemical Corporation; EP2522649; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 138526-69-9, 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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

After adding iodine (10.0 mg, 40.0 mumol) to a tetrahydrofuran solution (190 ml) of magnesium (5.76 g, 237 mmol), 3,4,5-trifluorobromobenzene (50.0 g, 237 mmol) was added at room temperature Was slowly added dropwise.After stirring at the same temperature for 30 minutes, a tetrahydrofuran solution (160 ml) of iodine (66.1 g, 261 mmol) was added at 0 C., and the mixture was stirred at room temperature for 2 hours.The reaction mixture was poured into ice water, neutralized with concentrated hydrochloric acid, and extracted with hexane. The extract was washed with saturated aqueous sodium thiosulfate solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography (eluent: ethyl acetate / n-hexane = 1/10) to give the title compound as a yellow oil (yield 45.0 g, yield 70%).

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-3,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hokko Chemical Industry Co., Ltd.; Suzuki, Jun; Wakabayashi, Jin; Murakami, Hideyuki; Onoue, Shinji; (19 pag.)JP2016/84348; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 138526-69-9, These common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, 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.

Argon gas protection 1000ml three-necked bottle, add cyclobutene benzoic acid 60g,77 g of 3,4,5-trifluorobromobenzene was added, and 5 g of tetrabutylammonium bromide was added.188 g of absolute ethanol was added, stirred until fully dissolved, and the temperature was raised to 40 C, and 0.6 g of a palladium chloride catalyst was added.Continue to heat up to 68 ~ 72 C weak reflux,Temperature control 68 ~ 72 C drop added Sodium carbonate 100g / water 200g solution,After the dropwise addition, the reaction was kept at this temperature for 4 h, the reaction was stopped, 200 g of toluene was added, and 200 g of water was added.Stir for 2h, separate the liquid, wash to neutral, dry, filter, and concentrate to obtain the product.GC analysis content >95%, yield >98%.

The synthetic route of 138526-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Shenghua Science And Technology Chuangyeyuan Co., Ltd.; Wu Shengxi; Liu Yuyang; Wang Dexian; Du Kaichang; Gao Genhua; (10 pag.)CN108178720; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 138526-69-9, The chemical industry reduces the impact on the environment during synthesis 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, I believe this compound will play a more active role in future production and life.

Intermediate T(l)(lS,2R)-2-(3,4,5-Trifluorophenyl)cyclopentanolTo a suspension of magnesium (2.88 g, 118 mmol) in THF (1 10 mL) was slowly added 5-bromo-l,2,3-trifluorobenzene (25 g, 118 mmol). After the addition, the reaction mixture was heated at reflux for 2 h. To this reaction mixture, copper (I) iodide (1.506 g, 7.91 mmol) and 6-oxabicyclo[3.1.0]hexane (9.93 g, 118 mmol) dissolved in THF (20 mL) were added dropwise. The reaction mixture warmed upon the addition of the epoxide. The reaction was stirred at rt for 2 h at rt. The reaction mixture was quenched by the addition of a solution of ammonium chloride. Ether was added and the organic layer was collected, dried ( a2S04) and concentrated. The crude product was purified by column chromatography on silica gel to give (l S,2R)-2-(3,4,5-trifluorophenyl)cyclopentanol (20.2 g, 93 mmol, 79 % yield).? NMR (500 MHz, CDC13) delta ppm 6.79 – 7.02 (2H, m), 4.10 – 4.21 (1H, m), 2.75 – 2.91 (1H, m), 2.08 – 2.24 (2H, m), 1.75 – 1.93 (2H, m), 1.50 – 1.75 (2H, m).

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-3,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BOY, Kenneth M.; GUERNON, Jason M.; MACOR, John E.; OLSON, Richard E.; SHI, Jianliang; THOMPSON, Lorin A., III.; WU, Yong-Jin; XU, Li; ZHANG, Yunhui; ZUEV, Dmitry S.; WO2012/103297; (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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H2BrF3

2L three-necked flask, nitrogen protection, cast diisopropylamine, tetrahydrofuran 750g,Cooling -40 dropping n-butyl lithium, dropping temperature insulation reaction 30min, cooling to -78 , dropping raw materials3,4,5, -trifluorobromobenzene, dropping off,-78 insulation 2h.The temperature was raised to -60 C began dropping dimethyl sulfate,Maintain the temperature is not higher than -30 , the dropping was completed naturally rose to room temperature, incubated for 30min.Stop the reaction, the pump off the pressure of tetrahydrofuran,Add 400g of water,Dichloroethane extraction, the organic phase was washed again, concentrated under reduced pressure distillation, to obtain the final product 2-methyl-3,4,5-trifluorobromobenzene purity of 99.5% or more, a yield of 61%.

According to the analysis of related databases, 138526-69-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bengbu Zhong Shi Chemical Co., Ltd.; Yang Qing; Zhang Hao; Zhao Shimin; Xu Jianxiao; (4 pag.)CN105967974; (2016); A;,
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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 138526-69-9

[10092] (1-1) In a nitrogen atmosphere, a solution prepared by dissolving 50 g of 3,4,5-trifluorobromobenzene in 50 mL of THF was added dropwise at a rate that caused gentle reflux to a mixed solution of 6.34 g of magnesium and 60 mL of THF. Afier dropwise addition, the mixture was stirred at 40 C. for 1 hout Then, a solution prepared by dissolving 34.64 g of DMF in 60 mL of THF was added dropwise under ice cooling at such a rate that the inside temperature did not exceed 20 C., followed by stirring at room temperature for 1 hout Then, 10% hydrochloric acid was added until the reaction system became acidic, and the mixture was stirred at room temperature for 1 hout Then, hexane was added to the mixture to separate an organic layer, and an aqueous layer was subjected to extraction with hexane. The hexane extract was combined with the organic layer and washed with a saturated aqueous sodium bicarbonate solution and saturated brine. The resultant mixture was dried by adding sodium sulfate, and then the solvent was distilled off under reduced pressure to yield 37.91 g of 3,4,5-trifluorobenzaldehyde.

According to the analysis of related databases, 138526-69-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DIC CORPORATION; Tojo, Kenta; Takeuchi, Kiyofumi; Osawa, Masashi; Kaneoya, Masakazu; Kusumoto, Tetsuo; US2014/275577; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, 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 138526-69-9, Safety of 1-Bromo-3,4,5-trifluorobenzene

At room temperature, dry diethyl malonate (1140.2 g, 7.12 mol) is initially charged in a 1.6 l apparatus with anchor stirrer, and sodium ethoxide (244.5 g, 3.59 mol) is added as a solid. Owing to the energy of reaction released, the internal temperature increases to about 60 C. After the reaction has ended, the ethanol formed is distilled off under reduced pressure (400 mbar) and simultaneous increase of the temperature from 60 to 80 C. At 80 C., the pressure is gradually reduced to 10 mbar. At atmospheric pressure, the residue is then cooled to 75 C., and CuBr (53.4 g, 0.37 mol) and 3,4,5-trifluorobromobenzene (338.4 g, 1.60 mol) are then added successively over a period of 20 minutes, and the mixture is kept at 75 C. for another 18 hours. After the reaction has ended, the reaction mixture is cooled to 15 C. and, with stirring, added to a mixture, cooled to 10 C., of hydrochloric acid (36% strength, 260.9 g) and water (512.8 g). The reaction mixture obtained is filtered. Following separation of the phases of the filtrate, water (512.8 g) is added to the organic phase, and the pH is adjusted to 3.8 by addition of potassium carbonate (5.9 g, 50% strength solution in water). The phases are separated again, and the organic phase is then freed from volatile components under reduced pressure (0.5 mbar) up to an internal temperature of 127 C. According to quantitative 19F-NMR spectroscopy, 79.6% of the residue (478.4 g) consisted of diethyl 3,4,5-trifluorophenylmalonate. This corresponds to a diethyl 3,4,5-trifluorophenyl-malonate yield of 82.0%.

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-3,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF SE; US2010/56820; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 138526-69-9, A common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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.

To a 500 ml three-neck bottle by adding 31.2g (0.1mol) I-18-b, 23.2g (0.11mol) 3,4,5-trifluorobromobenzene (reactant), 31.8g (0.3mol) sodium carbonate (reactant), 1g tetrakis(triphenylphosphine)palladium (catalyst), 80 ml toluene (solvent), 60 ml ethanol (solvent), 60 ml of deionized water (solvent), under the protection of nitrogen is heated to reflux, reflux the reaction for 6 hours, then cooled to room temperature, liquid, with 50 ml * 2 toluene extraction aqueous phase two, combined with the phase, and then using 100 ml * 2 saturated sodium chloride solution to wash the organic phase, dried with anhydrous sodium sulfate the organic phase, then filtering the desiccant, the concentrated to remove the solvent, after column chromatography using normal hexane-hexane recrystallization for 2 times, get 27.8g (0.07mol) I-14 of target product, yield: 70%.

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:
Patent; Shijiazhuang Chengzhi Yonghua Display Materials Co., Ltd.,; HAN, YAOHUA; TIAN, QIUFENG; LIU, RENJIE; ZHANG, FANGMIAO; LI, HONGFENG; SHI, ZHENG; HUA, RUIMAO; (30 pag.)CN103787826; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary