Category: 149104-89-2

Synthetic Route of 149104-89-2, 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. 149104-89-2, name is (4-Bromo-3-methylphenyl)methanol. A new synthetic method of this compound is introduced below.

Step 16: 1-bromo-4-(bromomethyl)-2-methylbenzeneTo a solution of (4-bromo-3-methylphenyl)methanol (5.15 g, 25.6 mmol) and NBS (9.07 g, 51.2 mmol) in DCM (100mL) was added drop wise PPh3 (13.36 g, 51.2 mmol) in DCM (50 mL) at rt and the reaction mixture was stirred for 15 mins at rt. Then, water (50 mL) was added and the organic layers were washed with water (100 mL x 2) and dried over anhydrous Na2S04. After the removal of solvent, the residue was purified with column chromatography to afford 1-bromo-4-(bromomethyl)-2-methylbenzene (4.15 g, 65 percent yield) as a colorless oil. 1H NMR (300MHz, CHLOROFORM-d) delta: 7.50 – 7.48 (d, 1 H), 7.26 (s, 1 H), 7.08 – 7.05 (m, 1 H), 4.41 (s, 2H), 2.39 (s, 3H),.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,149104-89-2, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; JOHNS, Brian Alvin; SHOTWELL, John Brad; WO2012/67664; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 149104-89-2, (4-Bromo-3-methylphenyl)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, 149104-89-2, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C8H9BrO

3.7 g (43 mmol, 10 eq) of manganese dioxide are added to a solution of 900 mg (4.3 mmol, 1 eq) of (4-bromo-3-methylphenyl)methanol in 8 mL of dichloromethane. The reaction mixture is stirred for 12 hours at room temperature. The solid is filtered off and the solvent is evaporated off. 900 mg of 4-bromo-3-methylbenzaldehyde are obtained in oil form and used in the following reaction without further purification

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,149104-89-2, its application will become more common.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT, S.N.C.; WO2006/18326; (2006); A1;,
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Electric Literature of 149104-89-2, Adding some certain compound to certain chemical reactions, such as: 149104-89-2, name is (4-Bromo-3-methylphenyl)methanol,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 149104-89-2.

9.10 g of (4-bromo-3-methylphenyl)methanol was dissolved in 91 ML of methylene chloride and cooled to 5°C, to which 19.7 ML of N-ethyldiisopropylamine and 6.9 ML of chloromethyl methyl ether were successively added dropwise at 5 to 10°C, and then this mixture was stirred for 2.5 hours at room temperature.. water was added to the reaction mixture and adjusted to PH 7 with 6M hydrochloric acid, and then the organic phase was separated therefrom.. After the resultant organic phase was washed with water and a saturated sodium chloride solution successively, the washed phase was dried over anhydrous sodium sulfate, and the solvent was distilled out under reduced pressure.. The resultant residue was purified by silica gel column chromatography [eluent; hexane:ethyl acetate=5:1] to yield 10.44 g of 1-bromo-4-[(methoxymethoxy)methyl]-2-methylbenzene as yellow oil. NMR(400MHz,CDCl3) delta value: 2.40(3H,s), 3.41(3H,s), 4.52(2H,s), 4.71(2H,s), 7.04(1H,dd,J=8.2,2.0Hz), 7.23(1H,d,J=1.6Hz), 7.50(1H,d,J=8.0Hz)

According to the analysis of related databases, 149104-89-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOYAMA CHEMICAL CO., LTD.; Hirono, Shuichi; Shiozawa, Shunichi; EP1445249; (2004); A1;,
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Electric Literature of 149104-89-2, 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.149104-89-2, name is (4-Bromo-3-methylphenyl)methanol, molecular formula is C8H9BrO, molecular weight is 201.06, as common compound, the synthetic route is as follows.

To a solution of (4-bromo-3-methyl-phenyl)methanol (45.0 g, 224 mmol) in dichloromethane (500 mL) were sequentially added imidazole (38.1 g, 559 mmol) and tert-butyldimethylsilyl chloride (40.5 g, 269 mmol) and the reaction mixture was stirred at ambient temperature for 15 hours. The mixture was washed with water (2*500 mL), saturated NaCl (500 mL) and dried over anhydrous sodium sulfate. The dried solution was filtered and concentrated to give (4-bromo-3-methyl-phenyl)methoxy-tert-butyl-dimethyl-silane (68.0 g, 96.4% yield) as a brown oil. 1H NMR (CDCl3, 400 MHz) delta 7.48 (d, J=8.2 Hz, 1H), 7.19 (d, J=1.1 Hz, 1H), 7.02 (dd, J=1.6, 8.1 Hz, 1H), 4.67 (s, 2H), 2.40 (s, 3H), 0.95 (s, 9H), 0.11 (s, 6H).

The chemical industry reduces the impact on the environment during synthesis 149104-89-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Celgene Corporation; Alexander, Matthew D.; Carrancio, Soraya; Correa, Matthew D.; Grant, Virginia Heather Sharron; Hansen, Joshua; Harris, Roy L.; Huang, Dehua; Kercher, Timothy S.; Lopez-Girona, Antonia; Nagy, Mark A.; Plantevin-Krenitsky, Veronique; (115 pag.)US2019/322647; (2019); A1;,
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Reference of 149104-89-2, 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. 149104-89-2, name is (4-Bromo-3-methylphenyl)methanol, 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.

4-Bromo-3-methylbenzyl methanesulfonate (3)[0302] A solution of compound 2 (2.0 g, 9.95 mmol), Et3N (6.94 mL, 49.7 mmol), and CH2Cl2 (100 mL) was cooled to 0° C. and treated with methanesulfonyl chloride (1.54 mL, 19.9 mmol). The solution was stirred at room temperature for 3 hours. The volatiles were removed under reduced pressure and the resultant crude product was used without further purification.

According to the analysis of related databases, 149104-89-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHANG, Christopher J.; VAN DE BITTNER, Genevieve V.; HIRAYAMA, Tasuku; CHAN, Jefferson; US2014/51863; (2014); A1;,
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Related Products of 149104-89-2 ,Some common heterocyclic compound, 149104-89-2, 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.

Preparation of l-bromo-4-(bromomethyl)-2-methylbenzene [0164] To a solution of (4-bromo-3-methylphenyl)methanol (27.5 g, 136.8 mmol) in dichloromethane (250 mL) was added PPh3 (39.4 g, 150.5 mmol) and CBr4 (49.9 g, 150.5 mmol) and the mixture was stirred for 2 hrs at room temperature. Water was added. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by chromatography to give l-bromo-4- (bromomethyl)-2-methylbenzene (34 g, 94percent). 1H NMR (400 MHz, CDC13) delta 7.94- 7.92 (d, 1H), 7.70 (s, 1H), 7.53-7.51 (d, 1H), 4.86 (s, 2H), 2.83 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,149104-89-2, its application will become more common.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; PLATTNER, Jacob J.; WO2015/42532; (2015); A1;,
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149104-89-2, 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 149104-89-2, name is (4-Bromo-3-methylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

[00157] Step 2: A solution of (4-bromo-3-methylphenyl)methanol (5.0 g, 24.87 mmol) and imidazole (5.1 g, 74.61 mmol) in THF (50 mL) was cooled to 0 ¡ãC and treated with chloro(triisopropyl)silane (7. 2 g, 7.9 mL, 37.30 mmol), then allowed to warm to room temperature and stirred for 16 h. The reaction mixture was diluted with water and DCM. The organic layer was washed with brine, dried over Na2S04, filtered, and concentrated in vacuo to yield (4-bromo-3-methylbenzyloxy)triisopropylsilane as a colorless oil, (8.8 g, 97percent yield). XH NMR (400 MHz, CDC13) delta 7.47 (d, J= 8.2 Hz, 1H), 7.21 (s, 1H), 7.04 (d, J= 8.1 Hz, 1H), 4.75 (s, 2H), 2.39 (s, 3H), 1.22 – 1.14 (m, 3H), 1.09 (d, J= 6.5 Hz, 18H).

Statistics shows that 149104-89-2 is playing an increasingly important role. we look forward to future research findings about (4-Bromo-3-methylphenyl)methanol.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; BINCH, Haley, Marie; HURLEY, Dennis, James; CLEVELAND, Thomas; JOSHI, Pramod; FANNING, Lev Tyler, Dewey; PINDER, Joanne; O’DONNELL, Michael; VIRANI, Anisa, Nizarali; KNEGTEL, Ronald, Marcellus Alphonsus; DURRANT, Steven, John; YOUNG, Stephen, Clinton; PIERRE-HENRI; KAY, David; REAPER, Philip, Michael; WO2011/143426; (2011); A1;,
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