Category: 4654-39-1

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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol, the common compound, a new synthetic route is introduced below. Formula: C8H9BrO

Production Example 4 Synthesis of 4-bromophenethyl bromide 4-Bromophenethyl alcohol (1.3 ml) was treated as in Production Example 1 to give the title compound (2.345 g) as a pale yellow oil (yield: 88.8%). 1H-NMR (400 MHz, CDCl3): delta(ppm) 3.12(2H, t, J=7.4Hz), 3.54(2H, t, J=7.4Hz), 7.09(2H, d, J=8.4Hz), 7.45(2H, d, J=8.4Hz).

The synthetic route of 4654-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; US2002/19531; (2002); A1;,
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Synthetic Route of 4654-39-1, Adding some certain compound to certain chemical reactions, such as: 4654-39-1, name is 2-(4-Bromophenyl)ethanol,molecular formula is C8H9BrO, 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 4654-39-1.

A solution of 2-(4-bromophenyl)ethanol (4.43 g, 0.0220 mol) dissolved in CH2Cl2 (50 mL) was cooled to 0C. Next, PPh3 (6.92 g, 0.0264 mol) was added, followed by NBS (4.70 g, 0.0264 mol), and vigorous effervescence in a yellow solution was observed. The mixture was allowed to stir at 0C for 60 minutes. After this time, the yellow solution was treated with saturated sodium bicarbonate solution (20 mL). The deep, dark blue organic layer was separated, and the aqueous layer was extracted with CH2Cl2 (2 × 20 mL). The organic layers were combined and then the solvent was removed under reduced pressure to yield a deep, dark blue oil. The oil was purified on a column of silica (~1.5 cm × 20 cm) using EtOAc/hexanes (1:10) as an eluent and collecting the first nearly colourless fraction. Removal of the volatiles under reduced pressure yielded a very pale orange liquid. Yield: 5.38 g (93%). 1H NMR (500 MHz, 22C, CDCl3): 7.43 (d, 2H, 2JHH = 8 Hz, Ar), 7.08 (d, 2H, 2JHH = 8 Hz, Ar), 3.53 (t, 2H, 3JHH = 7 Hz, -CH2CH2-), 3.11 (t, 2H, 3JHH = 7 Hz, -CH2CH2-).

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tassone, Joseph P.; Mawhinney, Robert C.; Spivak, Gregory J.; Journal of Organometallic Chemistry; vol. 776; (2015); p. 153 – 156;,
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Application of 4654-39-1, 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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol. A new synthetic method of this compound is introduced below.

Triethylamine (5.2 mL, 37.3 mmol) was added to a solution of 4-bromophenethyl alcohol (5.0 g, 24.9 mmol) in CH2Cl2 (200 ml), and the resulting solution was cooled to 0 C. with an ice bath. Methanesulfonyl chloride (2.7 ml, 34.8 mmol) was added dropwise to the reaction mixture, and the resulting solution was allowed to warm slowly to room temperature overnight. The solution was washed with 0.1 N HCl and brine, and the combined organic extracts were dried over anhydrous MgSO4(s) and filtered, and the solvent was removed under reduced pressure. The crude yellow solid was purified by flash chromatography (silica gel, 70% v/v hexanes in CH2Cl2) to give mesylate 18 as a white solid in 98% yield. 1H NMR (CDCl3, 400 MHz) delta 7.46 (d, J) 8.5 Hz, 2H), 7.12 (d, J) 8.6 Hz, 2H), 4.39 (t, J) 6.9 Hz, 2H), 3.02 (t, J) 6.7 Hz, 2H), 2.89 (s, 3H) ppm; 13C NMR (CDCl3, 125 MHz) delta 135.55, 132.52, 130.92, 121.70, 69.83, 37.68, 35.31 ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4654-39-1, 2-(4-Bromophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Wisconsin Alumni Research Foundation; Raines, Ronald T.; Tam, Annie; Soellner, Matthew B.; US8410247; (2013); B2;,
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Related Products of 4654-39-1, Adding some certain compound to certain chemical reactions, such as: 4654-39-1, name is 2-(4-Bromophenyl)ethanol,molecular formula is C8H9BrO, 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 4654-39-1.

3.0 g 2-(4-bromophenyl)ethanol (15 mmol) and 2.1 g imidazole (31 mmol) were dissolved in 20 mL dichloromethane. A solution of 2.3 g (tert-butyl)dimethylchlorosilane (15.5 mmol) dissolved in 20 mL dichloromethane was added and the mixture stirred overnight, forming a precipitate. The mixture was diluted with dichloromethane and washed three times with 4% w/v sodium carbonate solution, water and was dried over sodium sulphate. Evaporation and purification of the residue by chromatography (ethyl acetate-hexane gradient, 0:100 to 20:80) gave 3.6 g (76%) of [2-(4-bromophenyl)ethoxy](tert-butyl)dimethylsilane. 1H NMR (200 MHz, CHLOROFORM-d) ppm 7.42 (2 H, d, J=8.2 Hz), 7.11 (2 H, d, J=8.2 Hz), 3.80 (2 H, t, J=6.6 Hz), 2.79 (2 H, t, J=6.8 Hz), 0.89 (9 H, s), 0.01 (6 H, s)

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Almirall, S.A.; EP2196465; (2010); A1;,
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Application of 4654-39-1, 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.4654-39-1, name is 2-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, molecular weight is 201.06, as common compound, the synthetic route is as follows.

A solution of methane sulfonyl chloride (12.8 ml, 165.8 mmol, 1.1 eq) in methylisobutylketone (MIBK) (40 ml) was added dropwise to a cooled (5-10C) solution of bromophenethyl alcohol 12 (30.3 g, 150.7 mmol) and triethylamine (23.1 ml, 165.8 mmol, 1.1 eq) in MIBK (300 ml) an argon atmosphere within ca. 1 hour. Then, the reaction mixture was left to slowly heat up to the room temperature for ca. 2 h. After a check of the reaction by means of HPLC the reaction suspension was processed by addition of diluted aqueous HC1 (37 ml of 1M HC1 + 100 ml of H20) and intensively stirred for 15 min to achieve mixing of the phases; after stabilization and separation the aqueous phase was removed and the organic phase was still washed with 5% aqueous NaHC03 (50 ml), H20 ( 100 ml) and brine (100 ml). The crude mesylate solution was then heated up to boil under an argon atmosphere and dried by azeotropic distillation (ca. 50 ml of the H 0-MIBK mixture removed by distillation

The chemical industry reduces the impact on the environment during synthesis 4654-39-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ZENTIVA, K.S; ZEZULA, Josef; HAJICEK, Josef; WO2014/26657; (2014); A2;,
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Electric Literature of 4654-39-1, 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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, 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.

Potassium acetate (4.88 g, 49.7 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (7.6 g, 30 mmol) and PdCl2(dppf) (0.91 g, 1.2 mmol) were added to a solution of 2-(4-bromophenyl)ethanol (5.0 g, 25 mmol) in 1,4-dioxane (100 mL) under N2. The mixture was purged with N2 then stirred under N2 at about 85 C for about 12 h. After cooling to rt, water (100 mL) was added and the mixture was extracted with EtOAc (2 chi 100 mL). The combined organic layers were washed with saturated aqueous NaCl (100 mL) and dried over Na2SOzi, filtered and concentrated under reduced pressure. The residue was purified via flash chromatography on silica gel (17% EtO Ac/petroleum ether). The appropriate fractions were collected and concentrated under reduced pressure to give the title compound (6.2 g, 100%). NMR (400MHz, CDC13) delta 7.78 (d, J= 7.9 Hz, 2H), 7.29 – 7.23 (m, 2H), 3.87 (t, J= 6.6 Hz, 2H), 2.90 (t, J= 6.6 Hz, 2H), 1.36 (s, 12H).

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (2016); A1;,
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4654-39-1 ,Some common heterocyclic compound, 4654-39-1, molecular formula is C8H9BrO, 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.

A solution of 2-(4-bromophenyl)ethanol (342 mul, 2.50 mmol), DIEA (653 mul, 3.75 mmol) and methanesulfonyl chloride (213 mul, 2.70 mmol) in DCM (12 ml) was stirred 1 h 30 at 0 C. and then overnight at rt. The solution was diluted with DCM, washed with a 0.5 N solution of HCl and brine. The organic phase was dried over Na2SO4 and concentrated to afford a yellow oil (700 mg, 100%).

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Scripps Research Institute; Kamenecka, Theodore Mark; Griffin, Patrick R.; Shin, Youseung; He, Yuanjun; Blayo, Anne-Laure; Lyda, Brent R.; Koenig, Marcel; Kumar, Naresh; Burris, Thomas; (119 pag.)US9586928; (2017); B2;,
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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.4654-39-1, name is 2-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, molecular weight is 201.06, as common compound, the synthetic route is as follows.4654-39-1

Under ice cooling, Et3N (1.3 mL) and methanesulfonyl chloride (0.64 mL) were sequentially added to a solution of 2-(4-bromophenyl)ethanol (1.5 g) in CHCl3 (10 mL), followed by stirring at room temperature for 2 hours. Under ice cooling, water was added thereto, followed by extraction with CHCl3. The organic layer was filtered through a phase separator, and the filtrate was concentrated under reduced pressure. A mixture of the residue (light brown oil), 3-oxa-8-azabicyclo[3.2.1]octane (904 mg), 2,2,6,6-tetramethylpiperidine (2.0 mL), and MeCN (10 mL) was stirred at an outside temperature of 95 C. for 4 days. After cooling, water was added thereto, followed by extraction with CHCl3. The organic layer was filtered through a phase separator, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (SNAP Cartridge HP-Sil: 50 g, mobile phase: EtOAc/MeOH=99/1 to 90/10 (v/v)) to yield the title compound (1.47 g, light brown solid). MS (ESI pos.) m/z: 296, 298 ([M+H]+).

Statistics shows that 4654-39-1 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)ethanol.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; Kuwada, Takeshi; Yoshinaga, Mitsukane; Ishizaka, Tomoko; Wakasugi, Daisuke; Shirokawa, Shin-ichi; Hattori, Nobutaka; Shimazaki, Youichi; Miyakoshi, Naoki; US2013/197217; (2013); A1;,
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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 4654-39-1, name is 2-(4-Bromophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. 4654-39-1

Step 1: 2-(4-(4,4,5,5-Tetramethyl-l,3)2-dioxaborolan-2-yl)phenyl)ethanol Potassium acetate (4.88 g, 49.7 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (7.6 g, 30 mmol) and PdCl2(dppf) (0.91 g, 1.2 mmol) were added to a solution of 2-(4-bromophenyl)ethanoi (5.0 g, 25 mmol) in 1 ,4-dioxane (100 mL) under 2, The mixture was purged with N2 then stirred under N2 at about 85 C for about 12 h. After cooling to rt, water (100 mL) was added and the mixture was extracted with EtOAc (2 chi 100 mL). The combined organic layers were washed with saturated aqueous NaCl (100 mL) and dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified via flash chromatography on silica gel (17% EtOAc/petroleum ether). The appropriate fractions were collected and concentrated under reduced pressure to give the title compound (6.2 g, 100%). NMR (400MHz, (.’ )(. I 🙂 delta 7.78 (d, J = 7.9 Hz, 2H), 7.29 – 7.23 (m, 2H), 3.87 (t, J= 6.6 Hz, 2H), 2.90 t, J = 6.6 Hz, 2H), 1.36 (s, 12H).

Statistics shows that 4654-39-1 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)ethanol.

Reference:
Patent; ABBVIE INC.; BREINLINGER, Eric; BURCHAT, Andrew; DIETRICH, Justin; FRIEDMAN, Michael; IHLE, David; KINSMAN, David; MULLEN, Kelly; OSUMA, Augustine; VASUDEVAN, Anil; WILSON, Noel, S.; (101 pag.)WO2016/168638; (2016); A1;,
Alcohol – Wikipedia,
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4654-39-1, 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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, 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.

(125a) 1-bromo-4-(2-methoxyethyl)benzene; N,N-dimethylformamide (20 mL) solution of 4-bromophenethyl alcohol (2.01 g, 10.0 mmol) was cooled to 0C and was blended with sodium hydride (55% oily, 436 mg, 10.0 mmol) and the mixture was stirred at 0C for 10 minutes. The reaction mixture was blended with methyl iodide (0.75 mL, 12.0 mmol) and the mixture was stirred at room temperature for a further three hours. Water (50 mL) was added to the reaction liquid and extracted with ethyl acetate (50 mL) three times. The organic layers were combined and washed with water (50 mL) and a saturated saline solution (50 mL), and the solvent was evaporated under reduced pressure after drying over sodium sulfate and the title compound was obtained (2.15 g, yield 100%). Yellow liquid IR (film) numax 2925, 1489, 1382, 1191, 1117, 1011, 804 cm-1; 1H NMR(CDCl3, 400 MHz) delta 2.83 (2H, t, J = 7.0 Hz), 3.34 (3H, s), 3.58 (2H, t, J = 7.0 Hz), 7.10 (2H, d, J = 8.2 Hz), 7.41 (2H, d, J = 8.2 Hz); MS (EI) m/z: 214 [M+], 171, 169, 135, 104, 90, 45.

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. 4654-39-1, 2-(4-Bromophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sankyo Company, Limited; EP1764367; (2007); A1;,
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