Category: 145691-59-4

Reference of 145691-59-4 ,Some common heterocyclic compound, 145691-59-4, molecular formula is C7H6Br2O, 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.

To a stirring cloudy solution of 2.41 g (9.04 mmol) of (3,5-dibromophenyl)methanol in 40 mL of CH2Cl2 at r.t. was added 1.4 mL of Et3N and 62.7 mg of DMAP. The solution was cooled to 0 0C and 1.0 mL of MsCl was added, and the solution was gradually allowed to warm to r.t. After 24.5 h, the organic layer was washed with water (20 mL) and brine (15 mL), dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (5% EtOAc/hexanes) provided 1.88 g of l,3-dibromo-5- (chloromethyl)benzene as a yellow oil in 73 % yield and 476 mg of the mesylate (35% EtOAc/hexanes) as a pale yellow solid.

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. 145691-59-4, (3,5-Dibromophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); 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 145691-59-4, name is (3,5-Dibromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 145691-59-4

Into a 100-mL round-bottom flask, was placed (3,5-dibromophenyl)methanol (2 g, 7.52 mmol, 1.00 eq.), dioxane (40 mL), water(4 mL), 2-ethenyl-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (1.2 g, 7.79 mmol, 1.00 eq.), Pd(PPh3)4 (900 mg, 0.78 mmol, 0.10 eq.), potassium carbonate (3.1 g, 22.43 mmol, 3.00 eq.). The resulting solution was stirred for 1 overnight at 100 C. The solids were filtered out. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 100 mL of H2O. The resulting solution was extracted with 3×100 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with dichloromethane. This resulted in 1.1 g (69%) of (3-bromo-5- ethenylphenyl)methanol as yellow oil.

With the rapid development of chemical substances, we look forward to future research findings about 145691-59-4.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (171 pag.)WO2019/99576; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 145691-59-4, (3,5-Dibromophenyl)methanol, 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, Safety of (3,5-Dibromophenyl)methanol, blongs to alcohols-buliding-blocks compound. Safety of (3,5-Dibromophenyl)methanol

3, [5-DIBROMOBENZYL ALCOHOL] (9.8 g, 36.9 [MMOL)] is dissolved in DMF (100 ml) and, while stirring, thionyl chloride (5 [ML)] is slowly added dropwise. [AFTER30 M IN,] the reaction mixture is concentrated in vacuo and the residue is taken up in EA (150 [ML). FORWORKUP,] the organic phase is washed with ice-water (50 ml) and then with half-saturated aqueous NaCi solution (50 [ML).] The organic phase is dried over [MGS04,] filtered and concentrated in vacuo. The title compound (10.4 g) is obtained as a yellow solid. TLC [PE/EA (95: [05)], RF=] 0.69.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,145691-59-4, (3,5-Dibromophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ALTANA PHARMA AG; WO2004/12731; (2004); A1;,
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Related Products of 145691-59-4, 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 145691-59-4, name is (3,5-Dibromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

1,3-Dibromo-5-ethoxymethyl-benzene A solution of 3,5-dibromobenzyl alcohol (2.0 h, 8 mmol) in tetrahydrofuran (80 mL) was cooled to 5° C. and treated with sodium hydride (dispersion in oil 55percent; 316 mg, 8 mmol). The mixture was left to warm to room temperature and stirred for 15 min. Ethyliodide (2.35 g, 15 mmol) was added and the mixture stirred for 5 h. For the working-up, the reaction mixture was evaporated, then extracted with a mixture of ethyl acetate and saturated sodium hydrogencarbonate solution. After the aqueous layer was re-extracted twice with ethyl acetate, the organic layers were combined, dried over sodium sulfate, and evaporated under reduced pressure. There were obtained 1.15 g of the title compound (yield: 52percent) as a yellow oil in sufficient purity to be engaged in the next step without further purification.

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 145691-59-4, (3,5-Dibromophenyl)methanol.

Reference:
Patent; Andreini, Matteo; Gabellieri, Emanuele; Guba, Wolfgang; Marconi, Guido; Narquizian, Robert; Power, Eoin; Travagli, Massimiliano; Woltering, Thomas; Wostl, Wolfgang; US2009/209529; (2009); A1;,
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Related Products of 145691-59-4, 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 145691-59-4, name is (3,5-Dibromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(3,5-Dibromophenyl)methanol (10 g, 37.60 mmol, 1 eq) was dissolved in anhydrous DCM (100 mL) in a dried flask under nitrogen. The reaction mixture was cooled to 0°C and stirred under nitrogen atmosphere. DIEA (9.72 g, 75.21 mmol, 13.10 mL, 2 eq) was added drop wise to the above solution, after 10 minutes of stirring at 0°C, MsCl (6.46 g, 56.41 mmol, 4.37 mL, 1.5 eq) was added drop-wise to the above reaction mixture. Finally, the reaction mixture was allowed to stir at 26°C for 2hrs. TLC (Petroleum ehter : EtOAc = 5:1, uv & stained by KMnO4) showed starting alcohol was consumed up and two new spots were formed. Reaction mixture was washed with water (80 mL) followed by NaHCO3 (80 mL) solution and brine (80 mL), dried over anhydrous Na2SO4, filtered and evaporated to dryness to give the desired product as a brown liquid (12.11g). The above liquid was used directly for the next step without further purification. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 3.04 (s, 3 H) 4.49 (s, 2 H) 5.16 (s, 2 H) 7.48 (d, J=1.76 Hz, 2 H) 7.50 (d, J=1.76 Hz, 2 H) 7.63 (t, J=1.76 Hz, 1 H) 7.70 (t, J=1.76 Hz, 1 H).

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 145691-59-4, (3,5-Dibromophenyl)methanol.

Reference:
Patent; SAINT LOUIS UNIVERSITY; INDALO THERAPUETICS, INC.; RUMINSKI, Peter, G.; GRIGGS, David, W.; SEIWERT, Scott; (155 pag.)WO2018/132268; (2018); A1;,
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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. 145691-59-4, name is (3,5-Dibromophenyl)methanol, the common compound, a new synthetic route is introduced below. Quality Control of (3,5-Dibromophenyl)methanol

To a cooled (dry ice) mixture of 3, 5 -dibromobenzyl alcohol (1 g, 3.8 mmol) and PdCl2(dppf)[0.07 eq] in dry THF (10 mL) was added 1.1 M Et2Zn (15 mL, 16 mmol, 4.4 eq). The resulting mixture was allowed to warm to RT, stirred at 45¡ãC (programmed block temperature, overnight). To bring the reaction to completion (disappearance of both starting material and monoalkylated product) additional 1.1 M Et2Zn (10 mL, 11 mmol, 2.9 eq) was added with continued stirring at 45¡ãC (again overnight). After cooling, the reaction mixture was then added to a stirred mixture of dilute HCl and heptane/EtOAc (2: 1; -200 mL), and the organic layer was dried (Na2S04), filtered, and evaporated. Chromatography (10percent> EtO Ac/heptane) gave 0.33 g (yield of 53percent) of title product. 1H NMR (300 MHz, CDC13) delta 1.22 (t, 6 H), 1.65 (br s, 1 H), 2.61 (q, 4 H), 4.66 (s, 2 H), 6.95-7.05 (m, 3 H).

The synthetic route of 145691-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; GLICK, Gary, D.; HURD, Alexander, Ross; VAN HUIS, Chad, Alan; WO2011/35124; (2011); A1;,
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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. 145691-59-4, name is (3,5-Dibromophenyl)methanol. A new synthetic method of this compound is introduced below., Recommanded Product: 145691-59-4

Step 2: To a mixture of (3,5-dibromophenyl)methanol (1 g, 3.759 mmol, 1 equiv) and PdCI2(dppf).CH2Cl2 complex (0.21 g, 0.263 mmol, 0.07 equiv) in 10 mL of dry THF at -70 ¡ãC was added 1 M diethyl zinc in hexane (15 mL). The resulting mixture was allowed to warm to room temperature, and stirred at 45 ¡ãC for overnight. To drive the reaction to completion, additional 11.3 mL of 1 M diethyl zinc in hexane was added with continued stirring at 45 ¡ãC for overnight. After cooling, the reaction mixture was added to a stirred mixture of dilute HCI and EtOAc. Organic layer was separated, washed with water, dried over Na2S04, filtered, and concentrated in vacuo to afford crude product. The crude product was purified by flash column chromatography with silica gel cartridge using gradient elution of 0 to 10percent EtOAc in Hexane. The collected fractions with pure product were combined and concentrated in vacuo to afford (3,5-diethylphenyl)methanol as colorless liquid (0.2 g, 32percent). LC-MS (ES) m/z = 147.2 [M+H]+. H NMR (400 MHz, DMSO-d6) delta ppm 1.14 (t, J = 7.2 Hz, 6H), 2.50 – 2.56 (m, 4H), 4.41 (d, J = 5.2 Hz, 2H), 5.01 (t, J = 5.6 Hz, 1 H), 6.87 (s, 1 H), 6.93 (s, 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, 145691-59-4, (3,5-Dibromophenyl)methanol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; (153 pag.)WO2017/46739; (2017); A1;,
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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. 145691-59-4, name is (3,5-Dibromophenyl)methanol, molecular formula is C7H6Br2O, 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. name: (3,5-Dibromophenyl)methanol

1,3-Dibromo-benzyl alcohol (1) (20 g, 75.2 mmol) was dissolved in anhydrous DCM (200 mL) in a dried flask under nitrogen. The reaction mixture was cooled to 0 ¡ãC and stirred under nitrogen atmosphere. DIPEA (25.8 mL, 150.4 mmol) was added drop wise to the above solution, after 10 minutes of stirring at 0 ¡ãC, mesyl cholride (8.7 mL, 112.8 mmol) was added drop-wise to the above reaction mixture. Finally, the reaction mixture was allowed to stir at RT for 2 hrs. Reaction mixture was diluted with DCM, washed with water (100 mL) followed by NaHC03 solution and brine, dried over anhydrous Na2S04, filtered and evaporated to dryness to give 21 gm of crude product (2) as a brown liquid which was carried forward to the next step as such.

With the rapid development of chemical substances, we look forward to future research findings about 145691-59-4.

Reference:
Patent; SAINT LOUIS UNIVERSITY; RUMINSKI, Peter; GRIGGS, David; WO2014/15054; (2014); A1;,
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Synthetic Route of 145691-59-4, 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. 145691-59-4, name is (3,5-Dibromophenyl)methanol. A new synthetic method of this compound is introduced below.

tert-Butyldimethylsilyl 3,5-dibromobenzyl ether. A mixture of 3,5-dibromobenzyl alcohol (9.77 g, 36.74 mmol), tert-butyldimethylchlorosilane (6.80 g, 45.1 mmol) and imidazole (6.08 g, 89.3 mmol) in DMF (100 mL) was stirred under argon over night. The reaction mixture was diluted with ether, washed with water three times, dried over magnesium sulfate, and concentrated under vacuum to provide the title compound. 1H NMR (400 MHz, CDCl3) delta 7.58 (s, 1H), 7.39 (s, 2H), 4.62 (s, 2H), 0.95 (s, 9H), 0.05 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,145691-59-4, (3,5-Dibromophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Payne, Linda S.; Tran, Lekhanh O.; Zhuang, Linghang H.; Young, Steven D.; Egbertson, Melissa S.; Wai, John S.; Embrey, Mark W.; Fisher, Thorsten E.; Guare, James P.; Langford, H. Marie; Melamed, Jeffrey Y.; Clark, David L.; US2003/229079; (2003); A1;,
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Electric Literature of 145691-59-4, Adding some certain compound to certain chemical reactions, such as: 145691-59-4, name is (3,5-Dibromophenyl)methanol,molecular formula is C7H6Br2O, 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 145691-59-4.

The above benzyl alcohol (0.26 g, 1.0 mmol) and methyl (4-hydroxy-2-methylphenoxy)acetate (0.30 g, 1.5 mmol) and triphenylphosphine (0.50 g, 1.85 mmol) were dissolved in a mixture of anhydrous toluene (3-mL) and tetrahydrofuran (1 mL) and the mixture was cooled to 0¡ã C. Diisopropyl azodicarboxylate (0.22 g, 1.2 mmol) was added dropwise under nitrogen. The reaction mixture was stirred for 12 h at ambient temperature and the solvents were evaporated in vacuo. Column chromatography (silica gel Fluka 60, hexanes/ethyl acetate 98:2-90:10) gave methyl [4-(3,5-dibromo)benzyloxy]-2-methylphenoxy]acetate. Yield: 0.25 g (56percent). RF (SiO2, hexanes/ethyl acetate 8:2) 0.45. 1H NMR spectrum (300 MHz, CDCl3, deltaH): 7.61 (s, 1H); 7.48 (s, 2H); 6.80 (s, 1H); 6.67 (s, 2H); 4.92 (s, 2H); 4.60 (s, 2H); 3.80 (s, 3H); 2.28 (s, 3H).

According to the analysis of related databases, 145691-59-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Novo Nordisk A/S; US2009/209588; (2009); A1;,
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