Category: 25574-11-2

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. 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol, the common compound, a new synthetic route is introduced below. HPLC of Formula: C9H11BrO

(41-3) Synthesis of 4-bromo-1-(3-bromopropyl)benzene (compound 41-3) Compound 41-2 (3.63 g) was dissolved in methylene chloride (40 ml), triphenylphosphine (4.88 g) and N-bromosuccinimide (3.31 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 2 hr, and at room temperature for 4 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Diethyl ether (100 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography (hexane alone) to give the object product (1.87 g) as a colorless oil. 1H-NMR(CDCl3) delta (ppm): 2.10-2.17(2H, m), 2.74(2H, t, J=7.4Hz), 3.38(2H, t, J=6.5Hz), 7.08(2H, d, J=8.3Hz), 7.41(2H, dd, J=8.3, 1.9Hz).

The synthetic route of 25574-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2168944; (2010); A1;,
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Reference of 25574-11-2, Adding some certain compound to certain chemical reactions, such as: 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol,molecular formula is C9H11BrO, 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 25574-11-2.

3-(4-bromophenyl)propan-1-ol (5.77 g, 26.83 mmol) was mixed with dichloromethane (30 mL) and water (30 mL), and benzyl bromide (6.88 g, 40.24 mmol), tetra-n-butylammonium hydrogen sulfate (0.46 g, 1.34 mmol), and sodium hydroxide (5.37 g, 134.17 mmol) were added subsequently. The mixture was stirred overnight, extracted several times with dichloromethane and the combined organic phases were dried over magnesium sulfate and concentrated in vacuo. The crude product was purified on silica gel using a hexane/ethyl acetate gradient, and the appropriate fractions were combined and concentrated. Yield: 3.59 g (43.9%) 1H-NMR (300MHz, CHLOROFORM-d): delta [ppm]= 1.80 – 2.04 (m, 2H), 2.69 (t, 2H), 3.48 (t, 2H), 4.51 (s, 2H), 7.06 (d, 2H), 7.32 – 7.47 (m, 7H).

According to the analysis of related databases, 25574-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; EP2520556; (2012); A1;,
Alcohol – Wikipedia,
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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. 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C9H11BrO

To a 0 C. mixture of 26A (7 g, 32.5 mmol) and NaHCO3 (3.28 g, 39.1 mmol) in DCM (200 mL) was added Dess-Martin periodinane (16.56 g, 39.1 mmol) and the reaction was allowed to slowly warm to rt overnight. The reaction was diluted with sat. aq. NaHCO3 (150 mL) and extracted with DCM (50 mL). The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was chromatographed (SiO2; 80 g; A=Hex, B=EtOAc; 20 min gradient from 0% B to 40% B; flow rate=60 mL/min) to afford the title compound (4.06 g, 19.1 mmol, 58.5% yield) as a pale yellow oil. 1H NMR (500 MHz, CDCl3) delta 9.82 (t, J=1.2 Hz, 1H), 7.48-7.37 (m, 2H), 7.19-6.97 (m, 2H), 3.02-2.88 (m, 2H), 2.83-2.70 (m, 2H).

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, 25574-11-2, 3-(4-Bromophenyl)propan-1-ol.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Shi, Yan; Cheng, Peter T.W.; Wang, Ying; Jusuf, Sutjano; Tao, Shiwei; Zhang, Hao; Wu, Shung C.; Robl, Jeffrey A.; (87 pag.)US2017/253554; (2017); A1;,
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Application of 25574-11-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol, molecular formula is C9H11BrO, molecular weight is 215.087, as common compound, the synthetic route is as follows.

General procedure: An evacuated and argon purged 250 mLthree-necked round-bottom flask equipped with a Teflon-coated magnetic stirringbar, argon inlet, reflux condenser and gas bubbler was charged with30.0 mmol (1.0 eq) 4-bromoaryl derivative. It was dissolved in60 mL degassed EtOH:H2O = 7:3 (v/v) under argon and 3.90 g(60.0 mmol, 2.0 eq) NaN3, 297 mg (1.50 mmol, 5.0 mol %)sodiumascorbate, 571 mg (3.00 mmol, 10 mol%) as well as 485 muL (397 mg,4.50 mmol, 15 mol%) N,N?-dimethylethylenediamine(DMEDA) were added, respectively. The bluish suspension wasadditionally degassed for three times applying vacuum to the suspension untilthe solvent started to boil, which was immediately afterwards purged withargon. It was heated under reflux in an oil bath at 100 C for 2 huntil reaction control via GC-MSshowed quantitative conversion of the starting material. Subsequently, the bluishsuspension was cooled to room temperature and the solvent was removed on arotary evaporator. The residual, brownish solid was diluted with 300 mLEtOAc and the organic phase was washed with 1 M HCl (2 x 150 mL).Afterwards the product was re-extracted from the brownish, aqueous phase withEtOAc (1 x 50 mL), the combined brownish, organic phases were washed withhalf-saturated NaHCO3 (2 x 150 mL) and again re-extracted withEtOAc (1 x 50 mL). The combined yellowish, organic phases were dried overMgSO4, filtered, and concentrated on a rotary evaporator. Finally, the brownish, viscous liquid was purified via flash column chromatography(250 g SiO2, column: 22.0 x 6.0 cm) and the resultingyellowish liquid dried under high vacuum.

The chemical industry reduces the impact on the environment during synthesis 25574-11-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Leypold, Mario; Wallace, Paal W.; Kljajic, Marko; Schittmayer, Matthias; Pletz, Jakob; Illaszewicz-Trattner, Carina; Guebitz, Georg M.; Birner-Gruenberger, Ruth; Breinbauer, Rolf; Tetrahedron Letters; vol. 56; 41; (2015); p. 5619 – 5622;,
Alcohol – Wikipedia,
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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. 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol, molecular formula is C9H11BrO, The 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. HPLC of Formula: C9H11BrO

A round-bottom-flask was charged with 3-(4-bromophenyl)propan-1-ol (88) (406 mg, 1.89 mmol, 1 eq), pyridin-3-ylboronic acid (348 mg, 2.83 mmol, 1.5 eq) and Pd(PPh3)4 (20 mg, 0.02 mmol, 0.01 eq) dissolved in DCM (1.9 mL) and DMF (4.2 mL). The flask was put under an argon atmosphere and aqueous K2CO3 (2 M, 2.36 mL, 4.73 mmol, 2.5 eq) was added. The reaction mixture was stirred at 85C for 2.5 h, filtered over Celite and concentrated under reduced pressure. The residue was purified via flash-column-chromatography (SiO2, 50% to 90% EtOAc in pentane) to yield the product (296 mg, 74%). 1H NMR (400 MHz, chloroform-d) delta 8.83 (d, J = 1.9 Hz, 1H), 8.57 (dd, J = 4.8, 1.3 Hz, 1H), 7.88 (dt, J = 7.9, 1.9 Hz, 1H), 7.51 (d, J = 8.1 Hz, 2H), 7.37 (dd, J = 7.8, 4.9 Hz, 1H), 7.32 (d, J = 8.1 Hz, 2H), 3.72 (t, J = 6.4 Hz, 2H), 2.83 – 2.74 (m, 2H), 2.59 (s, 1H), 1.94 (dt, J = 13.9, 6.4 Hz, 2H). 13C NMR (101 MHz, chloroform-d) delta 148.12, 148.09, 142.25, 136.70, 135.37, 134.49, 129.34, 127.23, 123.75, 62.13, 34.28, 31.85.

With the rapid development of chemical substances, we look forward to future research findings about 25574-11-2.

Reference:
Article; Grimm, Sebastian H.; Gagestein, Berend; Keijzer, Jordi F.; Liu, Nora; Wijdeven, Ruud H.; Lenselink, Eelke B.; Tuin, Adriaan W.; van den Nieuwendijk, Adrianus M.C.H.; van Westen, Gerard J.P.; van Boeckel, Constant A.A.; Overkleeft, Herman S.; Neefjes, Jacques; van der Stelt, Mario; Bioorganic and Medicinal Chemistry; vol. 27; 5; (2019); p. 692 – 699;,
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Synthetic Route of 25574-11-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 100. Synthesis of l-Broiotatio-4-(3-Bromo-Propyl)-Benzene (Intermediate50150[02981 To a solution of intermediate 49 (Example 99) (4.0 g, 19 mmol) in THF (30 mL)O at 0 C under the argon atmosphere was added PPh3 (6.3 g, 24 mmol) followed by CBr4 (8.0 g, 24 mmol). The mixture was stirred at the same temperature for 15 min and then stirred at room temperature for additional 15 h. Most of the solvent was removed and the residue purified by flash chromatography on silica gel (hexane) to afford the title compound (3.5 g, 66%) as a colorless oil.[0299] 1H NMR (500 MHz, DMSOd6): delta 2.03-2.12 (m, 2H), 2.68 (t, J= 7.5 Hz, 2H), 3.49 (t, J= 6.5 Hz, 2H), 7.19 (d, J= 8.3 Hz, 2H), 7.47 (d, J= 8.3 Hz, 2H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 25574-11-2, 3-(4-Bromophenyl)propan-1-ol.

Reference:
Patent; TARGEGEN, INC.; WO2008/8234; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 25574-11-2, Adding some certain compound to certain chemical reactions, such as: 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol,molecular formula is C9H11BrO, 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 25574-11-2.

Example A.4: Synthesis of 3-(4-bromophenyl)propanal (10*) Alcohol 4* (4.71g, 21.8mmol) was dissolved in DCM, treated with Dess-Martin periodinane (9.71g, 20.9mmol) and stirred at rt for 2h. The mixture was quenchedwith 2M NaOH, the phases were separated the aqueous layer extracted with DCM. The combined organic phases were dried on Mg504, filtered and evaporated in vacuo. The crude was purified by flash chromatography on silica gel using a gradient of DCM in cHex to yield the desired product 10* (4.46g, 96%) as a colourless liquid.1H NMR (400MHz, CDCI3) 6 9.81 (5, 1H), 7.41 (d, 2H), 7.07 (d, 2H), 2.91 (t, 2H),2.79-2.74 (m, 2H).MS (ES) C9H9BrO requires: 211/213, (Mi-H) not found, 100%.

According to the analysis of related databases, 25574-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LEAD DISCOVERY CENTER GMBH; MAX-PLANCK-GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E.V.; WALDMANN, Herbert; DI LUCREZIA, Raffaella; NUSSBAUMER, Peter; KOCH, Uwe; MENNINGER, Sascha; CHOIDAS, Axel; KLEBL, Bert M.; WO2015/181272; (2015); A1;,
Alcohol – Wikipedia,
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Electric Literature of 25574-11-2, 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 25574-11-2 as follows.

3-(4-Bromophenyl) propan-1-ol (4 g, 18.5 mmol, 1.0 equiv) was dissolved into dichloromethane (60 mL) and cooled to 0C. PCC (5.21 g, 24.1 mmol, 1.5 equiv) was added in portions and the reaction mixture was stirred at room temperature for 4 hours. The reaction mixture was filtered through celite bed and the filtrate was concentrated to afford a crude residue. The crude residue was purified by silica gel column chromatography (10-20 % diethyl ether/n-pentane) to afford the desired product 5.21a (3.05 g, 76.9 % yield). 1H NMR (400 MHz, CDCI3) 69.83 (s, 1H), 7.43 (d, J = 8.3 Hz, 2H), 7.10 (d, J 8.2 Hz, 2H), 2.94 (t, J 7.3 Hz, 2H), 2.79 (t, J 7.4 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,25574-11-2, its application will become more common.

Reference:
Patent; NOVARTIS AG; FU, Jiping; LEE, Patrick; MADERA, Ann Marie; SWEENEY, Zachary Kevin; WO2015/66413; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 25574-11-2, 3-(4-Bromophenyl)propan-1-ol, 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, Formula: C9H11BrO, blongs to alcohols-buliding-blocks compound. Formula: C9H11BrO

To a solution of 3-(4-bromophenyl)propan-l-ol (22.8 g, 106 mmol, 1 equiv.) in THF (1.06 L) at -78C was added w-BuLi (1.6 M, 358 mL, 573 mmol, 5.4 equiv.) dropwise. After stirring at -78C for 5 hours, the temperature was allowed to reach -50C and isobutylene oxide (47.1 mL, 530 mmol, 5 equiv.) was added dropwise. After stirring at -50C for 30 min, boron trifluoride etherate (101 mL, 796 mmol, 7.5 equiv.) was added dropwise. After stirring at -50C for lh30, the reaction was quenched with a 10% w/w solution of Na/K tartrates and the mixture was allowed to reach room temperature overnight. It was extracted three times with ether, the combined organic extracts were dried over sodium sulfate and the solvent was evaporated. Lighter impurities were removed by bulb-to-bulb distillation (100-120C, 10 mbar) to afford 3-[4-(2-hydroxy-2- methylpropyl)phenyl]propanol as an oil (11.5 g, 52 % yield) that solidified upon standing. 1H NMR: 1.22 (s, 6H), 1.44 (s, 2H), 1.85-1.92 (m, 2H), 2.65-2.73 (m, 2H), 2.73 (s, 2H),3.67 (t, / = 6.4, 2H), 7.12-7.14 (m, 4H). 13C NMR: 140.0 (s), 135.2 (s), 130.5 (d, 2C), 128.3 (d, 2C), 70.8 (s), 62.3 (t), 49.3 (t), 34.2 (t), 31.7 (t), 29.2 (q, 2C).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,25574-11-2, 3-(4-Bromophenyl)propan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; FIRMENICH SA; COULOMB, Julien; (28 pag.)WO2017/9175; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 25574-11-2, Adding some certain compound to certain chemical reactions, such as: 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol,molecular formula is C9H11BrO, 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 25574-11-2.

Step 2: l-Bromo-4-(3-methoxy-propyl)-benzene3-(4-Bromo-phenyl)-propan-l-ol (2.60g, obtained in example 130, step 1) was dissolved in THF (35mL). The mixture was cooled to 0C and sodium hydride (60% in mineral oil, 967mg) was added in four portions to the cold mixture. Stirring was continued at 0C for 1 hour. Then, iodomethane (1.13mL) was added dropwise over a period of 15 minutes to the reaction mixture. The mixture was warmed to room temperature over a period of 1 hour. The reaction mixture was poured into ice/water and was extracted two times with ethyl acetate. The combined organic layers were washed with brine, dried over Na2S04, filtered and the solvent was evaporated. The residue was purified by flash chromatography (silica gel, gradient of heptane in ethyl acetate) to give the title compound as a light yellow liquid (2.61g, 94%). MS (EI): 229.0 [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. 25574-11-2, 3-(4-Bromophenyl)propan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ACKERMANN, Jean; BRUGGER, Stephan; CONTE, Aurelia; HUNZIKER, Daniel; NEIDHART, Werner; NETTEKOVEN, Matthias; SCHULZ-GASCH, Tanja; WERTHEIMER, Stanley; WO2011/45292; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts