Month: October 2020

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. 51554-93-9, name is 1-Bromo-4-octylbenzene, This compound has unique chemical properties. The synthetic route is as follows., 51554-93-9

General procedure: A 3-neck round-bottomed flask equipped with a thermometer and a condenser was flame-dried and flushed with Ar. The flask was then charged with Mg0 (1.1 eq.), a single I2 crystal and another vacuum/Ar cycle was performed. Et2O (C=0.65M) was added resulting in a bright orange suspension of Mg0 pellets. Phenyl octyl bromide (1.0 eq.) was then added in one portion and the suspension was heated via a heatgun until the internal temperature reached 32C and stabilized for 5-10s, indicating that the Grignard formation had started. The reaction was stirred at rt until disappearance of the starting material by 1H NMR analysis (e.g.?1h). (0031) The Grignard solution (3.0 eq., C=0.65M) was then syringed to another flask containing substrate (1.0. eq.) in dry Et2O (C=0.05M). The solution was stirred at rt until disappearance of the starting material by TLC analysis. Saturated aqueous NH4Cl solution was added and the aqueous layer was extracted x2 with EtOAc. The organic layers were collected, washed x1 brine, dried over Na2SO4, filtered, concentrated in vacuo.

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:
Article; Garsi, Jean-Baptiste; Sernissi, Lorenzo; Vece, Vito; Hanessian, Stephen; McCracken, Alison N.; Simitian, Grigor; Edinger, Aimee L.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 217 – 242;,
Bromide – Wikipedia,
bromide – Wiktionary

50548-45-3, Adding a certain compound to certain chemical reactions, such as: 50548-45-3, name is 1-Bromodibenzo[b,d]furan, 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 50548-45-3.

In a 500 ml round bottom flask reactor 1-Bromodibenzofuran (1.3g, 0.002mol) of bis (pinacolato) diboron (26.7g, 0.105mol), [1,1′-bis (diphenylphosphino) ferrocene] dichloro palladium (20.0g, 0.081mmol) , Potassium acetate (19.9 g, 0.202 mol) and 1,4-dioxane (200 ml) were added and the mixture was stirred under reflux for 10 hours. After completion of the reaction, the celite pad was filtered. The filtrate was concentrated under reduced pressure, the column was separated, and recrystallized from dichloromethane and heptane to obtain (17.0 g, 70percent)

According to the analysis of related databases, 50548-45-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SFC Co.,Ltd.; Cha, Sun Wook; Sin, Yoo Na; Lim, Jae Geon; Park, Jin Joo; Park, Sang Woo; Kim, Ji Hwan; Yoo, Jung Ho; Park, Young Hwan; (53 pag.)KR2017/86011; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

553-94-6, Name is 2,5-Dimethylbromobenzene, 553-94-6, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

Add 15 mL of solvent dichloromethane to a 100 mL round bottom flask and weigh 3.0 g (16.21 mmol)2,5-Dimethylbromobenzene was added to a round bottom flask containing dichloromethane to make them mutually soluble, put into a stir bar, and stirred under ice water bath; 10 mL of dichloromethane was added to a 100 mL beaker, and 3.240 g was quickly weighed. (24.32 mmol) anhydrous aluminum chloride powder was added to a beaker containing dichloromethane, 2.36 g (27.56 mmol) of acetyl chloride was weighed into a beaker, and stirred with a glass rod to completely dissolve anhydrous aluminum trichloride. After dissolving, it was transferred to a constant pressure funnel, and then slowly and continuously added dropwise to the above 2,5-dimethylbromobenzene solution, and the reaction was stirred under an ice water bath condition; after the dropwise addition, the ice water bath was stirred for 1 hour, and the ice water bath was removed. The reaction was stirred at room temperature for 15 h; after the reaction was over, the burgundy solution obtained by the reaction was slowly added to a beaker containing 300 mL of cold water, and continuously stirred with a glass rod until the solution turned from burgundy to yellowish, and after cooling, Dichloromethane extraction (extraction 2 times, once with 100 mL), the lower layer of methylene chloride was retained, poured into a 500 mL beaker, dried over anhydrous sodium sulfate for 5 h, dried and filtered, and then evaporated. The solvent is removed, and the crude product is added. 100mL round bottom flask was added n-hexaneRecrystallization. The crude product was crystallized to give 2.76 g of white crystals, yield 75%.

Statistics shows that 2,5-Dimethylbromobenzene is playing an increasingly important role. we look forward to future research findings about 553-94-6.

Reference:
Patent; Heilongjiang University; Li Hongfeng; Wang Cheng; Sun Zhiyao; Sun Longjiang; Zheng Rongrong; Ma Dongge; Guo Dechao; Cui Guofeng; Yan Pengfei; (24 pag.)CN109096084; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding some certain compound to certain chemical reactions, such as: 766-81-4, name is 3-Bromophenylacetylene, 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 766-81-4. 766-81-4

To a mixture of bis(triphenylphosphine)palladium(II) dichloride (134 mg, 0.191 mmol), copper(I) iodide (36 mg, 0.191 mmol) and triethylamine (15 mL) in anhydrous tetrahydrofuran (65 mL) under an atmosphere of argon were sequentially added a solution of 6-iodobenzodioxane (5.00 g, 19.08 mmol) in anhydrous tetrahydrofuran (15 mL) and a solution of (3-bromophenyl)acetylene (3.63 g, 20.03 mmol) in anhydrous tetrahydrofuran (10 mL). The resulting solution was stirred at room temperature for 3 days. The crude mixture was diluted with ethyl acetate, washed sequentially with 1 M hydrochloric acid, water and saturated aqueous sodium hydrogen carbonate, dried over magnesium sulfate and concentrated in vacuo. Purification by column chromatography, using ethyl acetate in heptane (0-15%) as the eluent, gave the title compound in 94% yield: 1H NMR (CDCl3) 5 7.67 (t, J= 1.6 Hz5 1 H), 7.42 – 7.46 (m, 2 H), 7.21 (t, J= 8.0 Hz, 1 H), 7.01 – 7.06 (m, 2 H), 6.84 (d, J= 7.8 Hz, 1 H), 4.26 – 4.31 (m, 4 H); MS (EI) m/z 3U, 316 [M+.].

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 3-Bromophenylacetylene.

Reference:
Patent; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2008/76046; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 941-37-7, name is 1-Bromo-3,5-dimethyladamantane, 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 941-37-7, 941-37-7

To a solution of l-Bromo-3,5-dimethyl adamantane (100 gm) in acetonitrile (370 ml), sulphuric acid (760 ml) was added slowly at a temperature of 10-150C over 4hrs under nitrogen atmosphere. Temperature of the reaction mass was slowly raised over 2 hrs and maintained at 20-250C for 12 hrs under nitrogen purging. Nitrogen purging was continued for further 4 hrs. Reaction mass was transferred into a mixture of toluene (1000 ml) and ice (3.0 Kg) at temperature below 100C. Temperature of reaction mass was raised, maintained for 30 min at 25 -3O0C and allowed to settle for 15 min. Layers were separated and the aqueous layer was extracted with toluene (1800 ml), dried over sodium sulfate, treated with activated carbon (5 gm) and filtered. Clear filtrate was collected and toluene was distilled off under vacuum below 5O0C. The obtained residue was dissolved in ethanol (80 ml) and p-toluene sulfonic acid (90.8 gm) was added in 4 lots at temperature of 25-35C over 30 min. Reaction mass was maintained for 60 min and diisopropyl ether (240 ml) was added over 30 min. Reaction mixture was maintained at 25-35C for 30 min, cooled and maintained at 0-5C for 1 hr. Product was filtered, wet cake was washed with chilled diisopropyl ether. (50 ml) and dried at a temperature of 45-500C for 4 hrs. The dried product (100 gm) was dissolved in methylene chloride (150 ml) and acetone (300 ml) was added slowly over 30 min. Reaction mixture was maintained at 25 – 3O0C for 30 min. Cooled the mass to 10-150C and maintained for 60 min. The precipitated product was filtered, wet cake was washed with chilled acetone (50 ml) and dried at 45-5O0C. Yield: 51.2%.

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

Reference:
Patent; MATRIX LABORATORIES LIMITED; WO2007/132476; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

50548-45-3, A common compound: 50548-45-3, name is 1-Bromodibenzo[b,d]furan, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

500ml round bottom flask reactor1-Bromo-dibenzofuran (20.0g, 0.081mmol), Bis (pinacolato) diboron (26.7g, 0.105mol),[1,1′-bis (diphenylphosphino) ferrocene] palladium in a Dijk (1.3g, 0.002mol),Potassium acetate (19.9g,0.202mol), into a 1,4-dioxane 200ml were stirred for 10 hours under reflux. After the completion of the reaction was filtered a pad of Celite. femaleAfter concentration under reduced pressure they were separated by liquid column and recrystallized with dichloromethane-heptane to give a (17.0g, 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-Bromodibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SFC CO., LTD.; CHA, SUN OK; JONG, KYONG SEOK; SONG, JOO MIN; LEE, YU RIM; PARK, SANG WOO; KIM, HUI DAE; PARK, SEOK BAE; (76 pag.)KR2016/13678; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

The chemical industry reduces the impact on the environment during synthesis 4549-33-1, name is 1,9-Dibromononane, I believe this compound will play a more active role in future production and life. 4549-33-1

General procedure: To a stirred solution of monovalent beta-carbolines 1-17 (2.0 mmol) in anhydrous DMF (30 ml) was added 60% NaH (0.4 g, 10 mmol). After stirring for 20 min at room temperature, the appropriate dibromoalkane (1.0 mmol) was added. And then the reaction mixture was stirred at room temperature for 8-20 h. After completion of the reaction as indicated by TLC, the solution was poured into ice-water and extracted with CH2Cl2. The combined organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered and evaporated in vacuum. The residue was purified by column chromatography with CH2Cl2/MeOH (50:1) to successfully afford the desirable target products.

The chemical industry reduces the impact on the environment during synthesis 4549-33-1. I believe this compound will play a more active role in future production and life.

Reference:
Article; Shi, Buxi; Cao, Rihui; Fan, Wenxi; Guo, Liang; Ma, Qin; Chen, Xuemei; Zhang, Guoxian; Qiu, Liqin; Song, Huacan; European Journal of Medicinal Chemistry; vol. 60; (2013); p. 10 – 22;,
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 203302-95-8 as follows. 203302-95-8

To a mixture of 4,4,5,5,4′,4′,5′,5′-octamethyl-[2,2′]bi[[1,3,2]dioxaborolanyl] (2.75 g, 10.8 mmol), potassium acetate (2.1 g, 21.6 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complexed with dichloromethane (1:1) (0.785 g, 0.962 mmol) under nitrogen was added a solution of 4-bromo-3,5-difluoroaniline (1.5 g, 7.21 mmol) in 1,4-dioxane (20 mL). The mixture was stirred at 100 C. overnight. After cooling to room temperature, the mixture was diluted with DCM and filtered through Celite. The filtrated was concentrated in vacuo. The residue was purified by Biotage Isolera (1.4 g, 76%). LCMS calculated for C12H17BF2NO2 (M+H)| m/z=256.1; found 256.2.

According to the analysis of related databases, 203302-95-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Vechorkin, Oleg; Pan, Jun; Liu, Kai; Sokolsky, Alexander; Wang, Anlai; Ye, Hai Fen; Ye, Qinda; Yao, Wenqing; (167 pag.)US2018/72720; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

A common heterocyclic compound, 344-03-6, name is 1,4-Dibromotetrafluorobenzene, molecular formula is C6Br2F4, 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. 344-03-6.

A mixture of 5,5′-bis(tri-n-butylstannyl)-2,2′-dithiophene (4.62 g, 4.87 mmol), 1,4-dibromoperfluorobenzene (6.00 g, 19.48 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.12 g, 0.10 mmol) in dry DMF (20 mL) was deareated twice with nitrogen. The reaction mixture was then heated at 85¡ã C. for 20 h during which time a precipitate formed. After cooling, the orange solid was collected and washed several times with hexane and ether to afford the crude product which was purified by gradient sublimation (2.14 g, 3.42 mmol, 70.2percent yield). M.p. 231¡ã C. 1H NMR (CDCl3) delta 7.60 (2H, d, 2J=4.1), 7.34 (2H, d); 19F NMR (CDCl3) delta -133.58 (4F), -138.56 (4F). Anal. Calcd for C20H4Br2F8S2: C, 38.72; H, 0.65; F, 24.51. Found: C, 38.75; H, 0.78; F, 24.29.

The synthetic route of 1,4-Dibromotetrafluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Marks, Tobin J.; Facchetti, Antonio; US2008/293937; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

51437-00-4, A common compound: 51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

1.6 M n-BuLi in hexane (7.94 mL, 12.70 mmol) was added to a solution of bis ( isopropyl ) amine (2.246 mL, 15.87 mmol) in THF(dry) (10 mL) at -78 C. The mixture was stirred at -7.8 C under Ar for 30 min. The solution of 4-bromo-l-fluoro-2- methylbenzene (1.338 mL, 10.58 mmol) in THF was added. The mixture was stirred at -78 C under Ar for 1 h. Propan-2-one (0.935 mL, 12.70 mmol) was added. The mixture was stirred at – 78C under Ar for 2 h. The mixture was poured into IN HC1 aq. and extracted with EtOAc. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 3% – 12% EtOAc in hexane) to give the title (4065) compound (1.780 g, 7.20 mmol, 68.1%) as white solids. (4066) 1H NMR (300 MHz, DMSO-d6) 5:1.-46 (6H, d, J = 1.1 Hz), 2.21 (3H, d, J = 2.6 Hz), 5.39 (1H, s), 7.32-7.42 (1H, m) , 7.55 (1H, dd, J = 6.8, 2.6 Hz) .

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, 4-Bromo-1-fluoro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; SHIOKAWA, Zenyu; YUKAWA, Tomoya; IMADA, Takashi; NEGORO, Nobuyuki; ODA, Tsuneo; SASAKI, Satoshi; NARA, Yoshi; SUZUKI, Shinkichi; SATO, Ayumu; ISHII, Naoki; SHIBUYA, Akito; NAKAGAWA, Yasuo; COLE, Derek; GIBSON, Tony; IVETAC, Anthony; SWANN, Steve; TYHONAS, John; (472 pag.)WO2018/30550; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary