Category: 36865-41-5

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 36865-41-5 as follows. Product Details of 36865-41-5

3-hydroxy-4-methoxybenzaldehyde (15 g, 98.6 mmol) was dissolved in acetonitrile (200 mL). 1-Methoxy-3-bromopropane (16.6 g, 108 mmol) and potassium carbonate (34 g, 247 mmol) were added and the mixture was brought to reflux and stirred for 3 hrs. After cooling to room temperature, water and ethyl acetate were added. The aqueous layer was extracted three times with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to yield 22 g (quantitative yield) of the desired product as a yellow oil, used without further purification.

According to the analysis of related databases, 36865-41-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; US2009/203696; (2009); A1;,
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These common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, 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. Safety of 1-Bromo-3-methoxypropane

Into a 250-mL 3-necked round-bottom flask, was placed a solution of methyl 3- chloro-4-hydroxybenzoate (10.0 g, 53.59 mmol, 1.00 equiv) in N,N-dimethylfonnamide (100 mL), 1-bromo-3-methoxypropane (12.3 g, 80.38 mmol, 1.50 equiv), potassium carbonate (22.3 g, 161.35 mmol, 3.00 equiv). The resulting solution was stirred for 3 h at 50 C. The reaction was then quenched by the addition of 100 mL of water. The resulting solution was extracted with 3×70 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 3×100 mL of water and lxlOO mL of sodium chloride. The mixture was dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:2). This resulted in 13.1 g (94%) of methyl 3-chloro-4-(3- methoxypropoxy)benzoate as a orange solid. ?H NMR: PHNW-1-2-1 (300 MHz, DMSO) 7.91-7.87 (m, 2H), 7.25 (d, J= 8.4 Hz, 1H), 4.19 (t, J= 6.0 Hz, 2H), 3.86 (s, 3H), 3.50 (t, J=6.3 Hz, 2H), 3.25 (s, 3H), 2.04-2.00 (m, 2H).

The synthetic route of 1-Bromo-3-methoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (81 pag.)WO2018/22282; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 36865-41-5, name is 1-Bromo-3-methoxypropane, belongs to ethers-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 36865-41-5, name: 1-Bromo-3-methoxypropane

To a 1 L single-neck flask were added methyl 4-bromo-2-hydroxybenzoate (44.5 g, 193 mmol) and CH3CN (450 mL). After the solid was dissolved completely by stirring, K2C03 (39.9 g, 289 mmol) and 1-bromo-3-methoxypropane (45.1 g, 289 mmol) were added in turn. The resulting mixture was heated to 80 C and stirred for 12 hours at 80 C. After the reaction was completed, the reaction mixture was cooled to 25 C and filtered. The filter cake was washed with acetonitrile (100 mL). The combined filtrates was concentrated in vacuo, and the residue was diluted with EtOAc (500 mL). The mixture was washed with saturated brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to give the title compound as orange oil (58 g, 99.3%).MS (ESI, pos.ion) m/z: 303.2 [M¡ÂH] .

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Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Xinchang; REN, Qingyun; HUANG, Jianzhou; XIONG, Zhimin; XIONG, Jinfeng; LI, You; LIU, Yang; ZOU, Zhifu; YAN, Guanghua; GOLDMANN, Siegfried; ZHANG, Yingjun; (2 pag.)WO2018/219356; (2018); A1;,
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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 36865-41-5 as follows. SDS of cas: 36865-41-5

6-(tert- Butylsulfonyl)-4-chloroquinolin-7-ol (60 mg, 0.196 mmol), K2C03 (55 mg, 0.392 mmol) and l-bromo-3-methoxypropane (0.088 ml, 0.785 mmol) in DMF (1 ml) were heated to 70 C. The reaction mixture was partitioned between EtOAc and brine. The aqueous layer was extracted with EtOAc twice and the combined EtOAc layers were dried over Na2S04, filtered, and concentrated. The residue was purified via Biotage (SNAP Cartridge KP Sil lOg, 30-75% EtOAc/Hexane) to yield 6-(tert-butylsulfonyl)-4-chloro-7-(3- methoxypropoxy)quinoline (0.071 g, 0.185 mmol, 94 % yield). 1H NMR (400 MHz, DMSO-de) delta ppm 1.33 (s, 9 H) 1.99 – 2.08 (m, 2 H) 3.27 (s, 3 H) 3.58 (t, J=6.19 Hz, 2 H) 4.32 (t, J=6.19 Hz, 2 H) 7.73 (s, 1 H) 7.76 (d, J=4.80 Hz, 1 H) 8.65 (s, 1 H) 8.94 (d, J=4.55 Hz, 1 H), MS: m/z: 372.1 [M+H]+.

According to the analysis of related databases, 36865-41-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; CASILLAS, Linda, N.; DEMARTINO, Michael, P.; HAILE, Pamela, A.; MEHLMANN, John, F.; RAMANJULU, Joshi, M.; SINGHAUS, Robert, Jr.; WO2014/43437; (2014); A1;,
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Electric Literature of 36865-41-5, 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 36865-41-5 as follows.

Step 1: Into a 500-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 1-bromo-3-methoxypropane (60 g, 393.0 mmol), triphenylphosphine (102.8 g, 393.1 mmol) and toluene (300 mL). The resulting solution was stirred for 16 h at 150 C. in an oil bath. The solids were collected by filtration. This resulted in (3-methoxypropyl)triphenylphosphonium bromide (120 g, 91% yield) as a white solid.

According to the analysis of related databases, 36865-41-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Enanta Pharmaceuticals, Inc.; Panarese, Joseph; Bartlett, Samuel; Chong, Katherine; Or, Yat Sun; (120 pag.)US2019/224188; (2019); A1;,
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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. 36865-41-5, name is 1-Bromo-3-methoxypropane, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 36865-41-5

To a suspension of 4-chloro-3-hydroxy-5-nitrobenzamide (1.00 g, 4.62 mmol) in DMF (1991) (15 mL) was added l-bromo-3-methoxypropane (1.06 g, 6.93 mmol) and K2CO3 (1.91 mg, 13.9 mmol). The reaction mixture was stirred at 60 C in a sealed tube. After 3 hr, the reaction was cooled to RT and poured into water. The resulting light yellow precipitate was collected by filtration and washed with diethyl ether to provide the title compound (1.1 g, 3.8 mmol, 83 % yield). LCMS (LCMS Method D): Rt = 0.84 min, [M+H]+ = 289.0

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 36865-41-5.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHARNLEY, Adam Kenneth; DARCY, Michael G.; DODSON, Jason W.; DONG, Xiaoyang; HUGHES, Terry V.; KANG, Jianxing; LEISTER, Lara Kathryn; LIAN, Yiqian; LI, Yue; MEHLMANN, John F.; NEVINS, Neysa; RAMANJULU, Joshi M.; ROMANO, Joseph J.; WANG, Gren Z.; YE, Guosen; ZHANG, Daohua; (451 pag.)WO2017/175147; (2017); A1;,
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These common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, 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. category: ethers-buliding-blocks

66.0 g of potassium carbonate and 3-METHOXY-1-BROMOPROPANE are added at room temperature to a solution of 64.6 g of 5- bromo-2-methoxyphenol in 350 ml of acetonitrile. The reaction mixture is stirred under reflux for 14 hours. After removal of the solvent by evaporation, 1200 ml of ice/water are added to the residue and extraction is carried out with ether. The organic extracts are washed with saturated sodium chloride solution, dried over magnesium sulfate and concentrated by evaporation. Distillation under a high vacuum yields the title compound: R. sub. e (hexane/ethyl acetate=4: 1) =0.33 ; b. p. [=126-] [129C./1.4 mbar; HPLC Rt =16.38 minutes; MS (M+) =274,276.

The synthetic route of 1-Bromo-3-methoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2003/103653; (2003); A1;,
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Reference of 36865-41-5, 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. 36865-41-5, name is 1-Bromo-3-methoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

NaH (60% suspension in mineral oil, 0.7 g, 17.6 mmol) was added to a solution of 1H-pyrazole (1.0 g, 14.7 mmol) in THF (50 mL) at 0 C. After stirring at 0 C for 0.5 h, 1-bromo-3-methoxypropane (1.6 mL, 17.6 mmol) was added. The mixture was allowed to warm to room temperature. After stirring at room temperature for 16 h, the reaction was quenched with saturated aqueous NH4C1. The mixture was poured into H20 (50 mL), and the aqueous phase was extracted with Et20. The organic phases were combined, washed withaqueous NaOH (1M), dried over Mg504, filtered, and concentrated under reduced pressure to afford the title compound (1.8 g, 88%).?H NMR (500 MHz, CDC13) oe ppm 2.10 – 2.18 (m, 2H), 3.30 – 3.32 (m, 2H), 3.33 (s, 3H), 4.28 (t, J=6.74 Hz, 2H), 6.27 (s, 1H), 7.42 (s, 1H), 7.55 (s, 1H)

The synthetic route of 1-Bromo-3-methoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; GERASYUTO, Aleksey, I.; ARNOLD, Michael, A.; CHEN, Guangming; KARP, Gary, Mitchell; QI, Hongyan; TURPOFF, Anthony, A.; WANG, Jiashi; WOLL, Matthew, G.; BRANSTROM, Arthur, A.; NARASIMHAN, Jana; DUMBLE, Melissa, L.; HEDRICK, Jean; WEETALL, Maria, L.; (374 pag.)WO2016/109706; (2016); 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. 36865-41-5, name is 1-Bromo-3-methoxypropane, A new synthetic method of this compound is introduced below., SDS of cas: 36865-41-5

Step 1: Preparation of 4-bromo-l-ehloro-2- 3-methoxypropoxy)benzene A 250 mL round-bottomed flask was charged with 5-bromo-2-chloro-phenol (22 g, 106 mmol), 1 -bromo-3-methoxy-propane ( 19.5 g, 127 mmol), 2CO3 (30 g, 212 mmol) and DMF (50 mL). The resultant mixture was stirred at 50 C for 3 hours, then ethyl acetate and water were added. The organic phase was separated, and then dried over anhydrous a SO-i and then concentrated to give 4-bromo-l -chloro-2-(3-methoxypropoxy)benzene (30 g).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; JAVANBAKHT, Hassan; JIANG, Min; LIANG, Chungen; WANG, Jianping; WANG, Yongguang; WANG, Zhanguo; WEIKERT, Robert James; YANG, Song; ZHOU, Chengang; WO2015/113990; (2015); A1;,
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Related Products of 36865-41-5, 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. 36865-41-5, name is 1-Bromo-3-methoxypropane, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred solution of 33b (0.68 g, 1.74 mmol) and K2CO3 (322 mg, 2.33 mmol) in DMF (15 mL) was added 2-chloro-N,N-diethylacetamide (0.31 g, 2.07 mmol) and the mixture was stirred at room temperature for 2 h, at 50 C for 30 min, and at 80 C for 1 h. Then, additional 2-chloro-N,N-diethylacetamide (0.30 g, 2.01 mmol) was added to the mixture, which was stirred at 80 C for additional 30 min. After being cooled to room temperature, the reaction was acidified with 1 M HCl, and extracted with EtOAc, and the combined organic layer was washed with sat. NaHCO3 and brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane-EtOAc, 9:1 to 1:2) to give crude 7c (1.39 g, quant.) as a white solid.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3-methoxypropane. I believe this compound will play a more active role in future production and life.

Reference:
Article; Rikimaru, Kentaro; Wakabayashi, Takeshi; Abe, Hidenori; Tawaraishi, Taisuke; Imoto, Hiroshi; Yonemori, Jinichi; Hirose, Hideki; Murase, Katsuhito; Matsuo, Takanori; Matsumoto, Mitsuharu; Nomura, Chisako; Tsuge, Hiroko; Arimura, Naoto; Kawakami, Kazutoshi; Sakamoto, Junichi; Funami, Miyuki; Mol, Clifford D.; Snell, Gyorgy P.; Bragstad, Kenneth A.; Sang, Bi-Ching; Dougan, Douglas R.; Tanaka, Toshimasa; Katayama, Nozomi; Horiguchi, Yoshiaki; Momose, Yu; Bioorganic and Medicinal Chemistry; vol. 20; 10; (2012); p. 3332 – 3358;,
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