Author: Jessica.F

Application of 1123172-38-2, 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. 1123172-38-2 name is 1-Bromo-3-(tert-butyl)-5-fluorobenzene, 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.

238 mg of bromo-3-tert-butyl-5-fluorobenzene (1.03 mmol; 1.03 eq.), 319 mg of methyl 1-[3-(4,4,5,5- tetramethyl- 1 ,3,2-dioxaborolan-2-yl)phenyl]azetidine-3-carboxylate (preparation 10; 1.00 mmol; 1 eq) and 4 mE of dioxane were added to a 12 mE Q-Tube reaction vessel. The medium was purged under vacuum and under argon. 41 mg of Pd(dppf)C12CH2C12 (0.05 mmol; 0.05 eq) and 415 mg of ground K2C03 (3.00 mmol; 3.00 eq.) were added, and then the reactor was sealed and heated at 114 C. for 20 h. The reaction medium was then filtered, rinsed with DCM and concentrated under reduced presure. The residue was purified by flash chromatography on silica using a cyclohexane/ 0% to 5% (cyclohexane/ethyl acetate) gradient. 237 mg of the title compound were obtained in the form of a yellow syrup.11071] Yld: 69%. ?H NMR (300 MHz, CHC13-d) oeppm 1.34 (s, 9H)3.53-3.66 (m, 1H) 3.75 (s, 3H) 4.05-4.11 (m, 4H) 6.48 (dd,J=8.0, 2.3 Hz, 1H) 6.6 (t, J=2.0 Hz, 1H) 6.94-6.99 (m, 1H)7.04 (m, 1H) 7.07 (m, 1H) 7.29 (t, J=7.8 Hz, 1H) 7.33 (t,J=1.7 Hz, 1H). LC-MS: mlz (M+H): 342.

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

Reference:
Patent; INVENTIVA; BOUBIA, Benaissa; MASSARDIER, Christine; GUILLIER, Fabrice; POUPARDIN, Olivia; TALLANDIER, Mireille; AMAUDRUT, Jerome; BONDOUX, Michel; FEENSTRA, Roelof Williem; VAN DONGEN, Maria Johana Petronella; (207 pag.)US2017/66717; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 106-37-6, 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. 106-37-6 name is 1,4-Dibromobenzene, 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.

At 80C, 4-dibenzofuranboronic acid (13.3g), 1,4-dibromobenzene (10g), tetrakis(triphenylphosphine)palladium (3.02g), toluene (158mL), ethanol (65mL), water (65mL), and potassium carbonate (21.69g) were stirred for 5 hours. The reaction was monitored by thin layer chromatography. Upon completion of the reaction, it was quenched with water (100mL) and extracted with ethyl acetate (100mL). The organic layer was extracted with water (3x30mL) and dried over anhydrous sodium sulfate. The ethyl acetate layer was collected through Celite and further purified by column chromatography. Following this, the ethyl acetate layer was evaporated to dryness under vacuum rotavap to yield 13.7g 4-(4′-bromophenyl)dibenzofuran.

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

Reference:
Patent; e-Ray Optoelectronics Technology Co., Ltd.; Ban, Ruman; Huang, Helong; Yao, Zhengcong; Xie, Bowei; Chen, Huixu; (34 pag.)CN105585555; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 51776-71-7, name is 1-Bromo-4-(difluoromethyl)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 51776-71-7, category: bromides-buliding-blocks

Example 38:; phit’i-Difluoroinethyl-phenoxyJ^^-dimethyl^.S-dihydro-benzofuran-beta-carboxylic acid (1 -methyl-1 H-pyrazol-3-yl)-amide; A mixture of 4-hydroxy-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1 -methyl-1 /-/-pyrazol-3-yl)- amide (31a) (102 mg, 0.36 mmol), 1-bromo-4-difluoromethyl benzene (110 mg, 0.53 mmol), Cs2CO3 (174 mg, 0.53 mmol) and CuI (1 mg) in DMF (5 mL) was heated for 2 hr at 16O0C in the microwave. The mixture was filtered and the filtrate was purified by reverse phase chromatograph to give a white solid (18 mg, 12% yield). 1H NMR (400 MHz, CDCI3) delta 9.92 (d, J=2.02 Hz, 1 H) 8.52 (s, 1 H) 7.72 (dd, .7=10.36, 1.77 Hz, 1 H) 7.64 (d, J=8.34 Hz, 1 H) 7.28 (s, 1 H) 7.09 (t, J=7.96 Hz, 1 H) 7.05 (s, 1 H) 6.97 (s, 1 H) 6.77 (d, J=2.02 Hz, 1 H) 3.78 (s, 3 H) 2.98 (s, 2 H) 1.51 (s, 6 H); LCMS for C22H21F2N3O3 m/z 414.00 (MH-H)+

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-4-(difluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/122482; (2007); 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. 137-43-9, name is Cyclopentylbromide, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H9Br

General procedure: Benzo[b]thiophene-3-carbaldehyde (40 mg, 0.25 mmol, 1.0 equiv),Pd(TFA) 2 (4.2 mg, 5 mol%), (4-FC 6 H 4 ) 3 P (9.5 mg, 12 mol%), DPEphos (8mg, 6 mol%), and Cs 2 CO 3 (122 mg, 0.375 mmol) were placed in atransparent Schlenk tube equipped with a stirring bar. The tube wasevacuated and filled with argon for three times. Degassed DMF (2.5mL) and tert-butyl bromide (51 mg, 0.375 mmol, 1.5 equiv) were add-ed via a gastight syringe. The reaction mixture was stirred under theirradiation of 36 W blue LEDs (distance app. 2.0-3.0 cm from thebulb) at r.t. for 24 h. The mixture was quenched with brine and ex-tracted with EtOAc (3 × 10 mL). The organic layers were combinedand concentrated under reduced pressure. The product was purifiedby flash column chromatography on silica gel using PE or a mixture of PEand EtOAc (10:1 v/v) as eluent; yield: 50.1 mg (92%); pale yellow liquid.

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 137-43-9.

Reference:
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 117635-21-9, 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. 117635-21-9, name is 1,4-Dibromo-2,5-dihexylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In the reaction vessel, 1,4-dibromo-2,5-dihexylbenzene (0.81 g, 2.0 0 mmol),20 ml of tetrahydrofuran was added, and at -78 C.,The mixture was stirred. Thereafter, 1.6 M n-butyllithium (n-BuLi) hexane solution (2.53 ml, 4.00 mmol) was added dropwise and after stirring for 1 hour, 3,5-diphenyl- 1-chlorotriazine was added , And the mixture was stirred at room temperature for 3 hours.After completion of the reaction, water was added to the reaction mixture,The mixture was extracted with chloroform, and the organic layer was concentrated. after that,Tetrahydrofuran was added to and dissolved in the resulting residue,Purification was carried out by reprecipitation twice using methanol to obtain a compound B.

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, 1,4-Dibromo-2,5-dihexylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMSUNG ELECTRONICS COMPANY LIMITED; SHIBATA, KATSUNORI; ISHII, HIROTO; MOTOYAMA, TAKAO; (23 pag.)JP2016/108255; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 20027-95-6, name is 1,5-Dibromo-2,6-dimethylnaphthalene, 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 20027-95-6, category: bromides-buliding-blocks

(1) Synthesis of Intermediate C Intermediate C was synthesized according to the following scheme. In argon atmosphere, 17 g of 1,5-dibromo-2,7-dimethylnaphthalene, 35 g of bispinacolate diboron, 2.8 g of Pd(dppf)Cl2, 22 g of potassium acetate, and 400 ml of DMF were charged into a flask. The mixture was heated under stirring at 80 C for 65 h. After cooling, the precipitate was collected by filtration, washed with water and then toluene, and dried. Then, a mixture of 15 g of the obtained boronic ester, 27 g of bromoiodobenzene, 1.9 g of tetrakis(triphenylphosphine), 26 g of sodium carbonate, 120 ml of water, and 420 ml of DME in a flask was heated under stirring in argon atmosphere at 78 C for 665 h. After cooling, the precipitate was collected by filtration, washed with water and then methanol, and recrystallized from toluene. Then, a mixture of 13 g of the obtained dibrominated compound and 120 ml of pyridine in a flask was heated to 95 C. Thereafter, 10 g of potassium permanganate and 10 ml of ion exchanged water were added to the mixture. Then, 13 portions of 2 g of potassium permanganate and 2 ml of water were added to the mixture every ten minutes. The reaction product solution was hot-filtered and the filtrate was neutralized by a 2 N hydrochloric acid. The precipitated white solids were collected by filtration and washed with water. Finally, a mixture of 15 g of the obtained dicarboxylic compound and 300 ml of a concentrated sulfuric acid in a flask was heated under stirring at 85 C for 3 h. After cooling, the reaction product solution was slowly added to iced water, and the precipitated solids were collected by filtration and washed with ion exchanged water. The solids were further purified by sublimation, to obtain 7 g of the intermediate C. Through IR measurement of the obtained compound, it was found that the absorption attributable to carbonyl group appeared at 1720 cm-1. Mass spectrometric measurement showed a peak at M/Z = 802.

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, 1,5-Dibromo-2,6-dimethylnaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2371812; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 376646-62-7, 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. 376646-62-7, name is (4-Bromo-2-methylphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (4-bromo-2-methylphenyl)methanamine (1.2 g, 6 mmol) in DCM (30 mL) were added TEA (1.82 g, 18 mmol) and Boc2O (1.43 g, 6.6 mmol). The mixture was stirred at rt for 1 h. After diluted with water (50 mL), the mixture was extracted with DCM (50 mL x2). The combined organics were washed with brine (50 mL), dried (Na2SO4), filtered and concentrated to give crude title product (1.7 g, yield 95%) as a white solid, which was used directly in the next step without further purification. ESI-MS (M+H): 300.1.

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

Reference:
Patent; BIOGEN MA INC.; MACPHEE, J. Michael; HUMORA, Michael; (306 pag.)WO2016/201280; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 41825-73-4, 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 41825-73-4 as follows.

lc N-(2-Bromo-4,6-dimethyl-phenyl)-2-(4-fluoro-phenyl)-acetamide.; 2-Bromo-4,6-dimethyl-aniline (600 mg) and (4-fluoro-phenyl)-acetyl chloride (543 mg) were dissolved in acetonitrile (6 mL) and heated to 150 C for 10 minutes in a sealed microwave process vial. The reaction was cooled to 0 0C, the product filtered off and washed with cold acetonitrile (50 mL) affording 665 mg (66% yield) of the title compound as a white solid. LC-MS (m/z) 337 (MH+); tR = 2.93, (UV, ELSD) 90%, 98%. 1H NMR (500 MHz, DMSOd6): 2.05 (s, 6H), 2.25 (s, 3H), 3.63 (s, 2H), 7.05 (b, IH), 7.15 (dt, 2H), 7.32 (b, IH), 7.40 (dt, 2H), 9.67 (s, IH).

According to the analysis of related databases, 41825-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LUNDBECK A/S; WO2006/29623; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 117635-21-9, 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. 117635-21-9, name is 1,4-Dibromo-2,5-dihexylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In the dry box the mixture of boronic acid pinacol ester,3, (5.6g, 16.82mmol), 1 ,4-dibromo-2,5-dihexylbenzene (3.4g, 8.4mmol), Aliquat 336 (0.8g), and Pd(PPh3) (0.486g, 0.421 mmol) in degassed toluene (100ml_) was prepared. Outside dry box, the degassed Na2CO3 (2.67g, 25.23mmol in 50 ml_ of water) solution was added to the former mixture under nitrogen, and then the resultant mixture was stirred at 90C for 42hrs. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over anhydrous MgSO4. Filtration, concentration of the filtrate, and then the silica column chromatography (0-3% ethyl acetate in hexane) provided the desired product (2.1 1 g, 38% yield) as a viscous liquid. This diboc-protected material was deprotected by the overnight reaction at room temperature with TFA solution (5ml_ of TFA in 50ml_ of DCM). The reaction mixture was concentrated under reduced pressure followed by the neutralization with saturated NaHCO3. Ethyl acetate extraction, drying over anhydrous MgSO4, concentration of the organic layer under reduced pressure, then silica column chromatography (30% ethyl acetate in hexane) provided the desired diamine material,7, (1 .16g, 80% yield) as a viscous liquid.

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, 1,4-Dibromo-2,5-dihexylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; PARK, Kyung-Ho; RADU, Nora, Sabina; JOHANSSON, Gary, A.; FENNIMORE, Adam; DELANEY, William, J.; LECLOUX, Daniel, David; WO2011/159872; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1123172-38-2, name is 1-Bromo-3-(tert-butyl)-5-fluorobenzene, 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 1123172-38-2, category: bromides-buliding-blocks

3-tert-Butyl-5-fluoro-benzaldehyde (Example 21b) To a solution of 1-bromo-3-tert-butyl-5-fluoro-benzene (1.04 g, 4.5 mmol) in anhydrous THF (25 mL) is added under argon a 2.5M solution of nBuLi in hexane (1.9 mL, 4.7 mmol) at -78 C. After stirring for 0.5 h at -78 C. DMF (0.7 mL, 9 mmol) is slowly added by syringe, and the mixture is stirred again for 1.5 h at -78 C. The reaction mixture is added to 0.5N HCl and extracted with Et2O. The product obtained as a light yellow solid is suitable for use in the next step: TLC (hexane-EtOAc 1:1) Rf=0.36; HPLC RtA=2.08 min; 1H-NMR (400 MHz, CDCl3): delta 9.95 (s, 1H), 7.69 (m, 1H), 7.36 (m, 2H), 1.38 (s, 9H). c) 3-tert-Butyl-5-fluoro-benzaldehyde; To a solution of 1-bromo-3-tert-butyl-5-fluoro-benzene (1.04 g, 4.5 mmol) in anhydrous THF is added under Argon at -78 C. 2.5 M nBuLi in hexane (1.9 mL, 4.7 mmol) and after stirring for 0.5 h at -78 C. DMF (0.70 mL, 9 mmol) is added. After stirring for 1.5 h at -78 C. the reaction mixture is added to 0.5 N aqueous HCl and extracted with Et2O. Combined organic layers are washed with brine, dried over MgSO4, filtered and evaporated. The title compound is obtained as a light yellow oil and is used a s such for the next transformation: TLC (hexane-EtOAc 10:1) Rf=0.36; HPLC RtA=2.08 min; 1H-NMR (400 MHz, CDCl3): delta 9.98 (s, 1H), 7.68 (s, 1H), 7.36 (m, 1H), 1.25 (s, 9H).

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; Briard, Emmanuelle; Lueoend, Rainer Martin; Machauer, Rainer; Moebitz, Henrik; Rogel, Olivier; Rondeau, Jean-Michel; Rueeger, Heinrich; Tintelnot-Blomley, Marina; Veenstra, Siem Jacob; US2009/54427; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary