Category: 1462-37-9

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.

General procedure: alpha-Monosubstituted malonic diester 1 was synthesized according to the reported procedure as follows.3 tert-Butyl methyl malonate was purchased from Kanto Chemical, and used without further purification. The physical properties and spectral data of the new compounds, 2-(2-methylbenzyl)malonate 1g, 2-prenylmalonate 1l, and 2-(2-benzyloxyethyl)malonate 1o, are listed below. A 100 mL round-bottom flask equipped with a stirring bar was charged with tert-butyl methyl malonate (846 muL, 5.0 mmol) and DMF (10 mL). To the solution, sodium hydride (60percent oil suspension, 200 mg, 5.0 mmol) was added. The reaction was allowed to stir at 0 °C for 30 min. To the mixture, corresponding alkyl halide (5.0 mmol) was added at 0 °C and the mixture was stirred at room temperature for 24 h. To the reaction mixture, H2O was added, and the mixture was extracted with CH2Cl2 (3 * 20 mL), dried over MgSO4, and concentrated in vacuo. The remaining residue was purified by silica gel column chromatography (hexane/ethyl acetate) to afford the desired product 1.

Statistics shows that ((2-Bromoethoxy)methyl)benzene is playing an increasingly important role. we look forward to future research findings about 1462-37-9.

Reference 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.

To N-Boc-L-tyrosinemethyl ester 17 (2 g, 6.8 mmol) indry DMF (20 ml) was added 2 equiv. of 2-bromo-O-benzyl-ethanol (2.9 g, 13.6 mmol) along with 3 equiv. of K2CO3(2.8 g, 20.4 mmol) at room temperature for 1h gave the arylalkyl ether inquantitative yield. The reaction mixture was quenched with ice and extractedwith cold EtOAc (2 x 50 ml). The organic extracts were washed with cold brine(30 ml) and dried over anhydrous Na2SO4. The solvent wasremoved under reduced pressure. The resulting crude product was purified bysilica gel column chromatography using hexanes : EtOAc (9:1) as eluent to givethe 18 (2.5 g) in 87percent yield.1H NMR (CDCl3300 MHz): delta7.4-7.28 (m, 5H), 7.02 (d, J = 8.5 Hz, 2H), 6.85 (d, J = 8.5 Hz, 2H), 4.99-4.91 (m, 0.5H),4.13 (t, J = 4.5Hz, 2H), 3.82 (t, J = 5.1Hz, 2H), 3.7 (s, 3H), 3.1-3.0 (m,2H), 1.42 (s, 9H). 13C NMR (CDCl3, 75 MHz) :delta172.4, 157.8, 155.0, 137.9, 130.2, 128.3, 128.0, 127.7, 127.6, 114.6, 79.8,73.3, 68.4, 67.3, 54.4, 52.1, 37.3, 28.2.IR (KBr): upsilon 2977, 2933, 2873, 1740,1695, 1613, 1585, 1512, 1481, 1392, 1368, 1330, 1248, 1220, 1163, 1072, 963,861, 772, 699 cm-1HRMS (ESI) m/zcalcd for C24H31NO6: 430.2208, found: 430.2224[M+H]+.[alpha]D25: -9.0(c = 1.0, CHCl3).

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; Kumar, Harish; Reddy, A. Srinivas; Reddy, B.V. Subba; Tetrahedron Letters; vol. 55; 9; (2014); p. 1519 – 1522;,
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1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C9H11BrO

Step 2 To an acetonitrile (250 mL) solution of crude product 2 (24.5 g) obtained from Step 1, benzyl-2-bromoethylether A (27.3 mL, 173 mmol) and potassium carbonate (27.5 g, 199 mmol) were added, under nitrogen atmosphere, followed by heating at reflux for 4 hours and a half. The reaction solution was filtered and then the filtrate was concentrated in vacuo. The residue was dissolved in ethyl acetate, washed sequentially with water and saturated brine, then dried with anhydrous magnesium sulfate and concentrated in vacuo to yield crude product 3 (54.6 g). LC/MS (Method A): 1.97 min, [M+H]+ = 319.

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

Reference:
Patent; Shionogi&Co., Ltd.; EP2327704; (2011); 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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of ((2-Bromoethoxy)methyl)benzene

0.24 g (10 mmo 1) 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,Followed by the addition of 2.5 g (lOmmol) of compound 2 and 1 O of 2-octyloxyethyl bromide,And the reaction was carried out by thin layer chromatography to the end of the reaction. The reaction solution was then poured into 500 ml of ice water and extracted three times with 100 ml of ethyl acetate. The organic phase was combined and the solvent was evaporated. The residue was purified by WATFif = 100: 1 ) To give Compound 3 (2.7 g, 71% yield)

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; Li Liangping; Lu Xing; (13 pag.)CN106478675; (2017); A;,
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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, Formula: C9H11BrO

Methyl 1-(2-(benzyloxy)ethyl)-3-cyclohexyl-1H-indole-6-carboxylate. Intermediate 4 (1.029 g, 4.0 mmol) was added to a suspension of NaH (192 mg of 60percent dispersion in mineral oil, 4.8 mmol) in DMF (5 mL). The reaction mixture was stirred at room temperature for 15 minutes, treated with benzyl 2-bromoethyl ether (0.7 mL, 4.4 mmol), stirred at room temperature for 2 hours, quenched with water, and extracted with ethyl acetate (2.x.50 mL). The organic layers were combined and washed (1N HCl), dried (MgSO4), filtered, and concentrated. The residue was purified by flash column chromatography (silica gel, 3:1 hexanes/ethyl acetate) to provide the desired product as a colorless thick oil (1.19 g, 76percent yield). MS m/z 392(MH+); 1H NMR (500 MHz, CDCl3) delta 1.31 (m, 1H), 1.45 (m, 4H), 1.80 (d, J=13.12 Hz, 1H), 1.87 (m, 2H), 2.10 (m, 2H), 2.84 (m, 1H), 3.79 (t, J=5.34 Hz, 2H), 3.94 (s, 3H), 4.33 (t, J=5.49 Hz, 2H), 4.45 (s, 2H), 7.12 (s, 1H), 7.20 (m, 2H), 7.27 (m, 3H), 7.66 (d, J=8.55 Hz, 1H), 7.78 (d, J=8.55 Hz, 1H), 8.08 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, ((2-Bromoethoxy)methyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; Hudyma, Thomas W.; Zheng, Xiaofan; He, Feng; Ding, Min; Bergstrom, Carl P.; Hewawasam, Piyasena; Martin, Scott W.; Gentles, Robert G.; US2006/46983; (2006); A1;,
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Electric Literature of 1462-37-9, 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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of methyl 2-cyanoacetate (0.885 ml, 10.09 mmol) in DMF (20.18 ml) at rt was added sodium hydride (0.969 g, 24.22 mmol), and the reaction mixture was stirred at rt for 15 min. tetrabutylammonium iodide (0.373 g, 1.009 mmol) and ((2-bromoethoxy)methyl)benzene (3.35 ml, 21.19 mmol) were added, and the reaction mixture was stirred at 90 ¡ãC for 3 h. Water was added and the aqueous layer was extracted with ether (x3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and filtered, and the filltrate was evaporated in vacuo to give the crude product. The crude product was purified by silica gel chromatography eluting with 0-30percent ethyl acetate/hexanes to give methyl 4-(benzyloxy)-2-(2- (0187) (benzyloxy)ethyl)-2-cyanobutanoate (2.4 g, 6.53 mmol, 64.7 percent yield) as a colorless oil. NMR (500MHz, CHLOROFORM-d) delta 7.41 – 7.27 (m, 10H), 4.49 (s, 4H), 3.78 – 3.69 (m, 5H), 3.45 (s, 3H), 2.49 – 2.40 (m, 2H), 2.06 (dt, J=14.2, 4.7 Hz, 2H).

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin; GUERNON, Jason M.; (102 pag.)WO2018/81384; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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., Formula: C9H11BrO

General procedure: To a stirred solution of 1-(2-pyridyl)-b-carboline (0.245 g,1 mmol) in 10 mL DMF, sodium hydride (50% in mineral oil, 0.048 g,1 mmol) and bromo-hydrocarbon (1 mmol) was added. The reactionmixturewas stirred at room temperature for 1 h. After reactionwas finished, the mixture was poured into ice water and extractedwith ethyl acetate. The organic layer was washed with water anddried. Removal of the solvent gave the crude product that waspurified by silica gel column (dichloromethane: methanol 100:1 as the eluent). The solvent was removed and the product wasobtained.

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 1462-37-9.

Reference:
Article; Lu, Xing; Liu, Yan-Cheng; Orvig; Liang, Hong; Chen, Zhen-Feng; European Journal of Medicinal Chemistry; vol. 181; (2019);,
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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 1462-37-9 as follows. Quality Control of ((2-Bromoethoxy)methyl)benzene

Under Ar atmosphere, n-BuLi (1.58M in n-hexane, 0.64mL, 1.00mmol) was added to a solution of 32 (300mg, 0.773mmol) in ether (10mL) at 0¡ãC, and stirred for 1h at room temperature. Then benzyl 2-bromoethyl ether (249mg, 1.16mmol) was added to the mixture and stirred for 18h at room temperature. Then the reaction was quenched with water, and the reaction mixture was diluted with AcOEt. The organic layer was washed with water and brine, dried with Na2SO4 and concentrated. Purification by silica gel column chromatography (eluent; hexane/ethyl acetate, 20:1) gave 265mg (66percent) of 33 as colorless oil. 1H NMR (CDCl3, 400MHz) delta 7.33?7.25 (m, 5H), 4.37 (s, 2H), 3.3?1.3 (br m, 10H), 3.23 (t, J=7.1Hz, 2H), 3.23 (s, 2H), 3.08 (s, 2H), 1.93 (t, J=7.1Hz, 2H), 1.42 (q, J=7.5Hz, 4H), 0.89 (t, J=8.1Hz, 9H), 0.78 (t, J=7.5Hz, 6H), 0.51 (q, J=7.7Hz, 6H).

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:
Article; Fujii, Shinya; Kano, Atsushi; Songkram, Chalermkiat; Masuno, Hiroyuki; Taoda, Yoshiyuki; Kawachi, Emiko; Hirano, Tomoya; Tanatani, Aya; Kagechika, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 22; 4; (2014); p. 1227 – 1235;,
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, Quality Control of ((2-Bromoethoxy)methyl)benzene

To a suspension of NaH (688 mg, 27.8 mmol) in THF (80 mL) was added diethyl malonate (7.45 g, 46.5 mmol) dropwise. Then ((2-bromoethoxy)methyl)benzene (5 g, 23.2 mmol) was added. The reaction was heated to 90 ¡ãC for 5 hours. After cooling to room temperature, the mixture was diluted with EtOAc (50 mL), washed with water (50 mL x 2), dried over anhydrous Na2S04 and concentrated under vacuum. The crude residue was purified by silica gel chromatography eluting with a gradient of 10percent – 30percent EtOAc/hexanes to afford diethyl 2-(2-(benzyloxy)ethyl)malonate (6.6 g, 22.5 mmol, 81percent yield) as a colorless 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:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Jinhua; DING, Charles Z.; DRAGOVICH, Peter; FAUBER, Benjamin; GAO, Zhenting; LABADIE, Sharada; LAI, Kwong Wah; PURKEY, Hans Edward; ROBARGE, Kirk; WEI, Binqing; ZHOU, Aihe; WO2015/140133; (2015); A1;,
Ether – Wikipedia,
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Electric Literature of 1462-37-9, 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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1.67 g (5 mmol) 4-[({[(1R, 2S, 4R)-1, 7, 7-TRIMETHYLBICYCLO [2.2. 1] hept-2-yl] amino} carbonyl)- AMINO]-LH-PYRROL-2-CARBONSUREETHYLESTER (Beispiel 1) werden IN 10 ml absolutem DMF gelst und mit 1.07 g (9.5 mmol) Kalium-tert-butylat versetzt. Nach 5 min Rhren bei RT werden 1.91 g (9.5 mmol) 1-BROMETHYL-2-PHENYLETHER zugegeben. Die Reaktionsmischung wird ber Nacht bei RT gerhrt, dann werden noch einmal 600 mg (3 mmol) 1-BROMETHYL-2-PHENYLETHER und 336 mg (3mmol) KALIUM-TERT-BUTYLAT zugegeben. Die Reaktionsmischung wird ber Nacht bei RT gerhrt, dann werden langsam 3.5 ml Wasser und 0.5 ml Methanol zugetropft. Die entstehenden Kristalle werden abgesaugt und mit Wasser/Methanol (1 : 1-Gemisch) und wenig Methanol gewaschen. Ausbeute : 1. 87 g (83 percent d. Th.) MS (ESI+) : m/z = 454 (M+H) + 1H-NMR (300MHZ, DMSO-d6) : deltaelta; = 7.9 (s, 1H), 7.25 (TR, 2H), 7.2 (d, lH), 6.85-6. 95 (m, 3H), 6.65 (d, 1H), 6.0 (d, 1H), 4.6 (TR, 2H), 4.15-4. 25 (m, 4H), 3.95 (m, 1H), 2.2 (M, 1H), 1.55-1. 8 (m, 3H), 1.35-1. 1 (m, 2H), 1.25 (tr, 3H), 0.9 (s, 3H), 0.85 (s, 3H), 0.8 (D, 1H), 0.75 (s, 3H) ppm.

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

Reference:
Patent; BAYER HEALTHCARE AG; WO2004/52852; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem