Category: 7025-06-1

Application of 7025-06-1,Some common heterocyclic compound, 7025-06-1, name is 1-Bromo-2-phenoxybenzene, molecular formula is C12H9BrO, 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.

A mixture of l-(3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)phenoxy)propan-2-ol (200 mg, 0.489 mmol), l-bromo-2-phenoxybenzene (120 mg, 0.489 mmol), Pd(dppf)Cl2 (36 mg, 0.049 mmol), K2C03 (202 mg, 1.47 mmol) in H20-dioxane (1 mL/ 3 mL) was stirred at 100°C under microwave heating for 15 min. The solvent was removed and the crude product purified by prep-HPLC to afford the title compound as the formate salt (33 mg, 15percent). 1H NMR (400 MHz, MeOD): delta 8.46 (s, 1H), 7.49 -7.22 (m, 9H), 7.17-7.11 (m, 3H), 7.04 – 6.98 (m, 2H), 6.92 – 6.90 (m, 1H), 6.87- 6.84 (m, 1H), 4.43- 4.37 (m, 1H), 4.28 (s, 2H), 3.98 (d, J = 5.2 Hz, 2H), 3.41 (t, J = 6.4 Hz, 2H), 3.25-3.13 (m, 4H)ppm; ESI-MS (m/z): 452.3 [M+l] +.

The synthetic route of 7025-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 7025-06-1, These common heterocyclic compound, 7025-06-1, name is 1-Bromo-2-phenoxybenzene, 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.

37A. (1-(2-Phenoxyphenyl)-2-oxabicyclo[2.2.2]octan-4-yl)methyl 4-methylbenzenesulfonate To a -78° C. solution of 1-bromo-2-phenoxybenzene (283 mg, 1.136 mmol) in anhydrous THF (5 mL) was added dropwise n-BuLi (545 muL of a 2.5 M solution in hexane, 1.363 mmol). The reaction was stirred at -78° C. for 0.5 h, after which a solution of 4-oxocyclohexane-1,1-diyl)bis(methylene)bis(4-methylbenzenesulfonate (1E; 530 mg, 1.14 mmol) in THF (4 mL) was added dropwise. The reaction mixture was slowly warmed to rt and stirred at rt for 2 h. Analytical HPLC showed the reaction was complete. Powdered NaOH (91 mg, 2.27 mmol) was added and the mixture was stirred under reflux for 18 h. The reaction was cooled to rt, diluted with water and extracted with EtOAc (2*). The organic layer was dried (MgSO4) and concentrated in vacuo. The crude oil purified by flash chromatography (SiO2) using a gradient from 0percent to 40percent EtOAc/hexane (15 min) to give the title compound (230 mg, 0.495 mmol, 44percent yield) as a white solid. LCMS [M+H]+=465.1; 1H NMR (CDCl3) delta: 7.85-7.77 (m, 2H), 7.76-7.69 (dd, J=7.9, 1.9 Hz, 1H), 7.41-7.30 (m, 4H), 7.20-7.14 (td, J=7.6, 1.9 Hz, 1H), 7.14-7.06 (m, 2H), 6.98-6.92 (dd, J=7.6, 1.5 Hz, 2H), 6.83-6.76 (dd, J=8.1, 1.4 Hz, 1H), 3.87 (s, 2H), 3.75 (s, 2H), 2.59-2.50 (ddd, J=13.5, 11.3, 4.1 Hz, 2H), 2.48 (s, 3H), 1.98-1.87 (m, 2H), 1.75-1.64 (td, J=11.3, 10.8, 2.7 Hz, 2H), 1.60-1.51 (m, 2H).

The synthetic route of 7025-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhang, Hao; Cheng, Peter T.W.; Chen, Sean; Tao, Shiwei; Wu, Shung C.; Negash, Lidet A.; US2014/275173; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 7025-06-1, name is 1-Bromo-2-phenoxybenzene, A new synthetic method of this compound is introduced below., Formula: C12H9BrO

The THF solution (50 mL) of the compound 3 (g [ 7.5 ], 40mmol) was dropped at the roomtemperature at metal magnesium (1 g, 40mmol), 1,2dibromoethane (0.2 mL), and themixture of THF (50 mL), and was stirred into them for 3 hours. The THF solution (20 mL) ofthe phosphorus trichloride (2.6 mL, 30mmol) was dropped here at 78 degree C, and it stirredat the room temperature for 1 hour. It removed under decompression of a solvent and anexcessive phosphorus trichloride, THF (50 mL) was newly added, and the solution of thecompound 4 was obtained. The solution of the compound 2 of the preceding paragraph wasdropped here at 78 degree C, and it stirred at the room temperature for 2 hours to make the solution of the compound 5.

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; JAPAN POLYETHYLENE CORPORATION; JAPAN POLYPROPYLENE CORPORATION; XIN, SHIXUAN; SHIMIZU, FUMIHIKO; SATO, NAOMASA; TANNA, AKIO; (45 pag.)JP5812764; (2015); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 7025-06-1, 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. 7025-06-1, name is 1-Bromo-2-phenoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

The 1-bromo-2-phenoxybenzene 0.018 muM is dissolved in 100 ml, in dry THF, added after the never-dried 500 ml three-mouth bottle, N2 -78 °C under the protection of the reaction 30min, slow adds by drops positively BuLi 0.027 muM, after dropping maintain -78 °C reaction 3h, then slowly dropping triisopropyl borate 0.02 muM, after dropping the reaction is maintained in the -78 °C reaction 2h, slow heating to room temperature, the reaction overnight, TLC monitoring after the reaction is completed, water slow quenching the reaction solution, extraction to dryness, to obtain 2-phenoxyphenylboronic acid (B-1) 0.0144 muM, and the yield is 80percent. Mass spectrum: 214.06.

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

Reference:
Patent; Jilin Optical and Electronic MaterialsCo.,Ltd; Cui, Dunzhu; Wang, zhao; Bi, Yan; Qin, Cuiying; Hu, Xiaoming; Gao, Chunji; (43 pag.)CN106565434; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 7025-06-1, A common heterocyclic compound, 7025-06-1, name is 1-Bromo-2-phenoxybenzene, molecular formula is C12H9BrO, 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.

Preparation of intermediate C01-A: 1-bromodiphenyl ether (2.49 g, 0.01 mol) was dissolved in 100 mL of dry tetrahydrofuran under nitrogen atmosphere, when the internal temperature of the system was lowered to -75 C,Slowly add 4.8 mL of n-hexane solution of n-butyllithium (2.5 mol/L).After the completion of the dropwise addition, the reaction was kept at -75 C for 2 h, and the temperature was maintained.Add 9,9-dimethyl-5H,9H-quinoline[3,2,1-de]acridone solid(2.80g, 0.009 mol), add the insulation reaction for 2h, keep warm,The reaction was continued at room temperature for 2 h, after which 70 g of a 10% by mass dilute hydrochloric acid was added dropwise.Stir for 1 h, separate the liquid, collect the organic phase, remove the solvent, and obtain 5 g of oil;Further, 60 g of glacial acetic acid and 1.0 g of concentrated hydrochloric acid having a concentration of 36.5 wt% were added to the obtained oil.The temperature was raised to reflux, the reaction was kept for 5 hours, the temperature was lowered to 25 C, and 50 g of toluene and 100 g of water were added.The liquid phase is separated, the organic phase is desolvated, the crude oil is passed through a silica gel column, and the petroleum ether is rinsed. The column liquid containing a single product component is collected, and 50 g of petroleum ether is beaten after desolvation, and the filter cake is collected by suction filtration.Obtaining intermediate C01-A,White solid powder 2.52g,Yield 60.4%.

The synthetic route of 7025-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CECEP Wanrun Co., Ltd.; Gao Shukun; Zhang Jiangfeng; Sheng Lei; Li Peng; Ma Yongjie; Qin Yuhu; (20 pag.)CN109970775; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 7025-06-1, 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. 7025-06-1, name is 1-Bromo-2-phenoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Dissolve 27.4 g (110 mmol) of 1-bromo-2-diphenyl ether in 350 ml of dry tetrahydrofuran,Cool the reaction system to -78 °C50 ml of n-butyllithium in 2.5 M (110 mmol) hexane was slowly added dropwise,Then keep the system stirred at -70°C for 1 hour.Then 33.8 g (100 mmol) of 4,5-dibromo-9H-fluorenone was dissolved in 85 ml of tetrahydrofuran and added dropwise at -70°C.The system was slowly warmed to room temperature, quenched with ammonium chloride and subsequently evaporated in a rotary evaporator, and the organic solution was collected, and the resulting intermediate (A) was dissolved in the organic solution.

The synthetic route of 1-Bromo-2-phenoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Zhou Wenting; Cai Hui; (29 pag.)CN107880053; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 7025-06-1,Some common heterocyclic compound, 7025-06-1, name is 1-Bromo-2-phenoxybenzene, molecular formula is C12H9BrO, 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.

A mixture of l-(3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)phenoxy)propan-2-ol (200 mg, 0.489 mmol), l-bromo-2-phenoxybenzene (120 mg, 0.489 mmol), Pd(dppf)Cl2 (36 mg, 0.049 mmol), K2C03 (202 mg, 1.47 mmol) in H20-dioxane (1 mL/ 3 mL) was stirred at 100°C under microwave heating for 15 min. The solvent was removed and the crude product purified by prep-HPLC to afford the title compound as the formate salt (33 mg, 15percent). 1H NMR (400 MHz, MeOD): delta 8.46 (s, 1H), 7.49 -7.22 (m, 9H), 7.17-7.11 (m, 3H), 7.04 – 6.98 (m, 2H), 6.92 – 6.90 (m, 1H), 6.87- 6.84 (m, 1H), 4.43- 4.37 (m, 1H), 4.28 (s, 2H), 3.98 (d, J = 5.2 Hz, 2H), 3.41 (t, J = 6.4 Hz, 2H), 3.25-3.13 (m, 4H)ppm; ESI-MS (m/z): 452.3 [M+l] +.

The synthetic route of 7025-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 7025-06-1, 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. 7025-06-1 name is 1-Bromo-2-phenoxybenzene, 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.

1-Bromo-diphenyl ether (9.8 g, 40 mmol) was added to a three-necked flask, stirred and dissolved with 200 mL of anhydrous tetrahydrofuran, protected with nitrogen, cooled to -78 C, then slowly added dropwise 2.5 M butyl lithium 16mL of solution, stir for half an hour after addingThen, a solution of 3-bromocarbazole (9.76 g, 40 mmol) in tetrahydrofuran was added dropwise to the reaction solution, and the mixture was added dropwise to room temperature, and the reaction was stirred for 2 hours.Quenched by adding a saturated ammonium chloride solution, adding a water solution, and concentrating the organic phase.A yellow oil was obtained. The oil was added to a mixture of 100 mL of HAc and 20 mL of HCl.After cooling, the organic phase was washed three times with DCM extraction of saturated brine.The solvent was evaporated and the residue was crystallised from DCM /EtOAc.The white solid was obtained as Compound 3-1 (13.4 g, yield 82%).

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

These common heterocyclic compound, 7025-06-1, name is 1-Bromo-2-phenoxybenzene, 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. Recommanded Product: 1-Bromo-2-phenoxybenzene

30 g of 1-bromo-2-phenoxybenzene was dissolved in 300 ml of anhydrous tetrahydrofuran under a nitrogen atmosphere,-78 ¡ã CRespectively.to the next,48 ml of 2.5 M-butyllithium was slowly added dropwise.After completion of the dropwise addition, stirring was performed for 30 minutes,2-Bromofluorene 31.2 gWas dissolved in 200 ml of absolute tetrahydrofuran and then slowly added dropwise.The reaction solution was maintained at -78 ¡ã C for about 1 hour, then warmed to room temperature and stirred for 12 hours.The reaction was terminated by adding diluted hydrochloric acid to the reaction solution, followed by liquid fraction extraction using methylene chloride.The obtained organic layer was dried with magnesium sulfate, filtered, and then distilled under reduced pressure. to the next,After adding 400 ml of acetic acid, a catalytic amount of hydrochloric acid was added dropwise, followed by stirring at a reflux temperature for 12 hours.After completion of the reaction, the reaction mixture was cooled to obtain a solid,After filtration, 32.0 g of compound AA was obtained by column chromatography.

The synthetic route of 1-Bromo-2-phenoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG CHEM, LTD.; HONG, WAN PYO; KWON, HYOK JOON; KIM, KONG KYEOM; KIM, MIN JUN; KIM, SEONG SO; (79 pag.)KR2017/59910; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 7025-06-1, name is 1-Bromo-2-phenoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-phenoxybenzene

31.7 g (127 mmol) of1-Bromo-2-diphenyl ether,Dissolve in 400 ml of anhydrous THF in a flask which has been dried by heating. Cool the reaction mixture to -78 ¡ã C. At this temperature 55 ml of a 2.5 M solution of n-BuLi in hexane (127 mmol) is slowly added dropwise.The batch was further heated at -70 ¡ã C.Stir for 1 hour.30 g of 2-bromofluorenone (116 mmol)Is dissolved in 100 ml of THF and added dropwise at -70 ¡ã C.Upon completion of the addition, the reaction mixture is warmed slowly to room temperature, warmed up using NH 4 Cl, then evaporated in a rotary evaporator.

The synthetic route of 7025-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; MUJICA-FERNAUD, TERESA; MONTENEGRO, ELVIRA; VOGES, FRANK; KROEBER, JONAS VALENTIN; STOESSEL, PHILIPP; (98 pag.)JP2016/505518; (2016); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem