Category: 1462-37-9

Synthetic Route of 1462-37-9,Some common heterocyclic compound, 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, molecular formula is C9H11BrO, 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.

Add NaH (0.47 g, 11.8 mmol) to a solution of morpholin-3-one (Vieles, P.; Seguin, J., Bulletin de Ia Societe Chimique de France, 1953, 287-9) (1.0 g, 9.9 mmol) in DMF (10 ml) at room temperature. Stir for 30 min, add (2-bromo-ethoxymethyl)-benzene (2.2 g, 10.2 mmol), and stir at room temperature for 18 h. Dilute with water and extract with EtOAc (2x). Combine the organics, dry, and concentrate. Purify by flash chromatography using 0 – 5% MeOH in CH2Cl2, to give the product as an oil. (1.7 g, 74%). 1H NMR (400 MHz, CDCl3): delta 7.28 (m, 5H), 4.48 (s, 2H), 4.13 (s, 2H), 3.80 (t, 2H, /=5.1 Hz), 3.65 (m, 2H), 3.59 (dd, 2H, 7=7.5, 2.6 Hz), 3.48 (t, 2H, J=5.1 Hz).

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

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/66174; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, 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 1462-37-9, COA of Formula: C9H11BrO

To a solution of methyl 4-hydroxyphenylacetate (500 mg, 3.01 mmol) in N,N-dimethylformamide (2.0 ml), cesium carbonate (1.00 g, 3.07 mmol) and benzyl 2-bromoethyl ether (0.5 ml, 3.2 mmol) were added, and the mixture was stirred at 50°C for 2 hours and then cooled to room temperature. Distilled water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with water, dried, and then concentrated under a reduced pressure. The residue was purified via flash chromatography (silica gel, n-hexane/ethyl acetate) to give a title compound (679 mg, 2.26 mmol, 75 percent) as a colorless liquid. 1H-NMR (400 MHz, CDCl3) delta: 3.56 (2H, s), 3.68 (3H, s), 3.82 (2H, t, J = 4.88 Hz), 4.14 (2H, t, J = 4.88 Hz), 4.63 (2H, s), 6.88 (2H, d, J = 8.5 Hz), 7.18 (2H, d, J = 8.5 Hz), 7.27-7.39 (5H, m).

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.

Reference:
Patent; TORAY INDUSTRIES, INC.; EP2009006; (2008); A1;,
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Ether | (C2H5)2O – PubChem

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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, A new synthetic method of this compound is introduced below., Quality Control of ((2-Bromoethoxy)methyl)benzene

To a vigorously stirred solution of 15,2 g (100 mmol) 2-hydroxy-5-methoxy-benzaldehyde and 42.4 g (130 mmol) caesium carbonate in 350 ml DMF at 0°C was added 26.9 g (125 mmol) (2-Bromo-ethoxymethyl)-benzene (Adrich) in 50 ml DMF dropwisely. The reaction mixture was stirred vigorously at 70°C for 6h. The solvent was evaporated. 200 ml water and 200 ml ethyl acetate were added. The organic phase was separated. The aqueous phase was extracted three times with 100 ml ethyl acetate each. The combined organic phases were washed with 50 ml water and 50 ml brine. The organic phase was dried with magnesium sulphate and evaporated. The crude product was purified by silica column chromatography (gradient ethylacetate : hexane 1:3 –> 1:2). The desired product 2a was obtained in 86percent yield (24.6 g, 86 mmol) as yellow oil. MS-ESI: 287 (M+ + I , 100). Elementary analysis: C 71.31 percent H 6.34percent Determined: C 71.29percent H 6.35percent

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; Bayer Schering Pharma Aktiengesellschaft; EP1894915; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 1462-37-9 as follows. Recommanded Product: ((2-Bromoethoxy)methyl)benzene

To a suspension of NaH (13.0 g, 0.32 mol) in THF (70 mL) was added malonic acid diethyl ester (51.9 g, 0.32 mol) drop wise at 0°C. When no more gas was formed reagent 1 (57.2 g, 0.27 mol) was added. The mixture was stirred at 75°C for 5 h. The mixture was allowed to reach room temperature and then quenched with water (300 mL). The mixture was extracted with MTBE (250 mL x 3). The combined organic layers were dried over MgS04 and evaporated to dryness. Flash chromatography (silica, petroleum ether: EtOAc 20:1 to 10:1 ) gave reagent 2 as a colorless oil (69.6 g, 74percent). 1H NMR (CDCI3) delta 7.24-7.34 (m, 5 H), 4.42 (s, 2 H), 4.10-4.22 (m, 4 H), 3.57 (t, J = 7.2 Hz, 1 H), 3.51 (t, J = 6.4 Hz, 1 H), 3.33 (s, 1 H), 2.17- 2.22 (m, 2 H), 1 .20-1.28 (m, 6 H).

According to the analysis of related databases, 1462-37-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LUNDBECK A/S; ESKILDSEN, J°rgen; WO2014/49133; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, 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 1462-37-9, Recommanded Product: ((2-Bromoethoxy)methyl)benzene

To a solution of 3-hydroxybenzaldehyde (2.90 kg, 23.75 mol), and ((2- bromoethoxy)methyl)benzene (4.26 kg, 19.79 mol) in DMF (9.3 L) was added K2C03 (3.83 kg, 27.70 mol). The reaction mixture was stirred at r.t. for 24 h. Water (15 L) and tert-butyl methyl ether (23 L) were added to the reaction mixture. The organic phase was separated and washed with 1 N NaOH (2X15 L) and water (15 L) sequentially, and then concentrated to a minimum. Ethanol (23 L) was added and the solution was concentrated under vacuum to afford the desired product (4.7 kg, 93percent) as a colourless oil. 1 H NMR (400 MHz, DMSO-c/6): 9.98 (s, 1 H), 7.55-7.52 (m, 2H), 7.46 (s, 1 H), 7.36-7.34 (m, 4H), 7.32-7.26 (m, 2H), 4.57 (s, 2H), 4.25-4.22 (t, J = 4.4 Hz, 2H), 3.80-3.78 (t, J = 4.4 Hz, 2H). LCMS: [M+Na]+ = 279

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.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ANACOR PHARMACEUTICALS, INC.; ALLEY, M.R.K. (Dickon); HERNANDEZ, Vincent S.; PLATTNER, Jacob J.; LI, Xianfeng; BARROS-AGUIRRE, David; GIORDANO, Ilaria; WO2015/21396; (2015); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, A new synthetic method of this compound is introduced below., Application In Synthesis of ((2-Bromoethoxy)methyl)benzene

In a round bottom flask aniline (2.0 g, 21.5 mmol, 2.0 mL), 2,6-lutidine (2.30 g, 21.5 mmol) and benzyl 2-bromoethyl ether (4.6 g, 21.5 mmol, 3.4 mL) were combined in DMF (10 mL) and stirred at 100° C. overnight. The reaction was allowed to cool and then diluted with ethyl acetate (50 mL). This was washed with water (3*20 mL) and the organics were dried and concentrated in vacuo. The crude material was purified by silica gel chromatography eluting with petrol (A) and ethyl acetate (B) (0-50percent B, 100 g, 19.5 CV, 85 mL/min) to afford 2.22 g (37percent) of (2-benzyloxy-ethyl)-phenyl-amine (21) as a yellow oil. The structure was confirmed by 13C NMR (75 MHz, CDCl3) deltaC 43.6, 68.6, 73.2, 113.1, 117.5, 127.5, 127.7, 128.4, 129.1, 138.2, 148.1.

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; GE Healthcare Limited; Jones, Paul Alexander; US9168317; (2015); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 1462-37-9, These common heterocyclic compound, 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, 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.

3) 0.24 g (10 mmol) of sodium hydride and 15 ml of N, N-dimethylformamide were added to a 50 ml round bottom flask,Stirred at room temperature for 10 minutes,Then 2.5 g (10 mmol) of compound 2 and 10 mmol were added2-benzyloxyethyl bromide,And with thin layer chromatography to detect the end of the reaction,The reaction solution was then poured into 500 ml of ice water,Extracted three times with 100 ml of ethyl acetate,Combine organic phase,Evaporated solvent,The resulting residue was purified by silica gel column chromatography (V dichloromethane: V methanol = 100: 1)Compound 3 (2.7 g, yield 71%) was obtained.

The synthetic route of 1462-37-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangxi Normal University; Chen, Zhenfeng; Liang, Hong; Liu, Yancheng; Lu, Xing; Li, Liangping; (13 pag.)CN106432288; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 1462-37-9, The chemical industry reduces the impact on the environment during synthesis 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, I believe this compound will play a more active role in future production and life.

PREPARATIONSPreparation 15-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-2-(3-methanesulphonylaminopropyl)-1H-pyrrole-3-carboxylic acid1A) Methyl ester of 6-benzyloxy-3-oxohexanoic acid (synthesis carried out based on: Angewandte Chemie (Int. Ed) 38(9), 1999, 1263-1266).9.64 g of NaH are suspended in 300 ml of anhydrous THF. The suspension is cooled to 0° C. 20 g of methyl acetoacetate are added dropwise and the mixture is kept stirred for 45 minutes. The solution is then cooled to -20° C., and 96 ml of a 2.5 molar solution of n-BuLi in hexane are added. After stirring for 15 minutes, 51.8 g of benzyl 2-bromoethyl ether are added and the temperature is allowed to rise to 0° C. The solution is then neutralized with 200 ml of 1N HCl. The solution is diluted with 500 ml of ether, washed with H2O, dried over MgSO4, and evaporated. 50 g of an oil are obtained which, after chromatography (eluent cyclohexane/ethyl acetate), give 22.6 g of a colourless oil.

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, ((2-Bromoethoxy)methyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Ether – Wikipedia,
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Application of 1462-37-9, 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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

Under an argon atmosphere,methyl 2-(4-hydroxyphenyl)acetate (3.51 g, 21.14 mmol) and caesium carbonate (13.78 g, 42.28 mmol)were suspended in dimethylformamide (130 mL), the mixture was stirred at ambient temperaturefor 2 h. Benzyl-2-bromoethylether (5.00 g, 23.25 mmol) was added and it was stirred at ambienttemperature for further 12 h. Water (250 mL) and ethyl acetate (250 mL) were added and the resultingphases separated. The organic phase was dried over sodium sulfate and concentrated in vacuum.Purification by chromatography on silica gel (gradient: 0?100percent ethyl acetate in cyclohexane) affordedthe title compound 8a as a white solid (5.30 g, 84percent yield): 1H-NMR (DMSO-d6): delta = 7.38?7.26 (m, 5H),7.19?7.15 (m, 2H), 6.92?6.88 (m, 2H), 4.55 (s, 2H), 4.13?4.10 (m, 2H), 3.78?3.74 (m, 2H), 3.60 (s, 3H), 3.59(s, 2H) ppm. 13C-NMR (DMSO-d6): delta = 172.33, 157.88, 138.78, 130.83, 128.70, 127.99, 127.89, 126.83,114.83, 72.55, 68.71, 67.53, 52.06, 39.72 ppm. MS (m/z): 301 [M + H]+.

The chemical industry reduces the impact on the environment during synthesis ((2-Bromoethoxy)methyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Fischer, Thomas; Riedl, Rainer; Molecules; vol. 22; 9; (2017);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, 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 ((2-Bromoethoxy)methyl)benzene

506 mg (60percent in oil, 13 mmol equivalents) of sodium hydride was added to 5.0 mL of tetrahydrofuran, and the mixture was cooled to about 0°C in an ice bath. 3.2 mL (20.7 mmol equivalents) of diethyl malonate was added thereto (solution A). 2.3 g (10.7 mmol equivalents) of 2-benzyloxy-1-bromoethane was dissolved in 3.0 mL of tetrahydrofuran, this was added dropwise to solution A over 10 minutes, and the mixture was refluxed while heating overnight. After completion of the reaction, a 0.5 mol/L aqueous solution of hydrochloric acid was added dropwise to the reaction liquid, and the mixture was extracted three times with diethyl ether. The combined diethyl ether layers were washed with brine, then dried with anhydrous magnesium sulfate, and subsequently concentrated under vacuum, and the obtained crude product was purified by silica gel column chromatography (eluent: hexane/ethyl acetate (v/v) = 20/1) to give 2.85 g (9.67 mmol equivalents) of diethyl 2-(2-benzyloxyethyl)malonate. [0115] 1H-NMR (solvent: deuterated chloroform) of diethyl 2-(2-benzyloxyethyl)malonate: delta 7.36-7.28 (m, 5H), 4.48 (s, 2H), 4.21-4.14 (m, 4H), 3.60 (d, J = 7.3 Hz, 1H), 3.53 (t, J = 5.5 Hz, 2H), 2.22 (dt, J = 5.5, 7.3 Hz, 2H), 1.25 (t, J = 7.3 Hz, 6H)

The synthetic route of ((2-Bromoethoxy)methyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nihon Medi-Physics Co., Ltd.; National University Corporation Hokkaido University; NAKATA, Norihito; OKUMURA, Yuki; KIRIU, Masato; NAGATA, Eriko; MATSUMOTO, Hiroki; KUGE, Yuji; ZHAO, Songji; NISHIJIMA, Ken-Ichi; EP2759538; (2014); A1;,
Ether – Wikipedia,
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