Category: 592-55-2

Related Products of 592-55-2, 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. 592-55-2, name is 1-Bromo-2-ethoxyethane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(A) A mixture of 4-bromo-3-methylphenol (10 g, 53.47 mmol), 1-bromo-2- ethoxyethane (10.62 g, 69.40 mmol) and K2CO3 (11.13 g, 79.95 mmol) in DMF (100 mL) was stirred overnight at 75 C. After cooling to rt, brine (250 mL) was added and the mixture was extracted with EtOAc (4 x 100 mL). The combined organic extracts were washed with brine (4 x 100 mL), dried (Na2SO4), filtered, and concentrated under reduced pressure. Purification of the resultant residue by silica gel chromatography (5% EtOAc/petroleum ether afforded 1-bromo-4-(2-ethoxyethoxy)-2-methylbenzene (12.25 g, 88 %) as light yellow oil which was used directly.

The synthetic route of 1-Bromo-2-ethoxyethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; KUO, Gee-Hong; PLAYER, Mark R.; YANG, Shyh-Ming; ZHANG, Yue-Mie; HUANG, Hui; (260 pag.)WO2016/57731; (2016); A1;,
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Application of 592-55-2,Some common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, molecular formula is C4H9BrO, 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.

Under ice-cooling, sodium hydride (60% in oil, 1.44 g, 36.0 mmol) was added to a solution of 3-bromo-2-methyl-1H-indole (6.30 g, 30.0 mmol) in N,N-dimethylformamide (30 mL) by small portions, and the mixture was stirred under a nitrogen atmosphere at the same temperature for 1 hr. To the reaction mixture were added 2-bromoethyl ethyl ether (5.07 mL, 45.0 mmol) and sodium iodide (0.747 g, 4.50 mmol), and the mixture was stirred at 70C for 6 hr. The reaction mixture was concentrated under reduced pressure, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-25% ethyl acetate/hexane) to give the title compound (6.30 g, yield 74%) as dark-purple oil. MS m/z 282 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2-ethoxyethane, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1726580; (2006); A1;,
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Synthetic Route of 592-55-2, 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 592-55-2 as follows.

To a stirred solution of pentane 1,5-diol 1 (11 g, 105.76 mmol) in N,N-dimethyl formamide (30 mL) was treated with 60 % of NaH (4.5 g, 116.34 mmol) at 0 C and stirred at room temperature for 30 min.1-bromo-2-ethoxyethane 2 (12 mL, 105.76 mmol) in N, N- dimethyl formamide (20 mL) was added to the above reaction mixture at 0 C and stirred at room temperature and stirred for 16 h under argon atmosphere. The reaction mixture was quenched with ice water (200 mL) and extracted with ethyl acetate (3 x 250 mL). Combined organic layers were washed with brine (2 x 100 mL) and dried over Na2SO4, evaporated under reduced pressure. Crude residue was purified by column chromatography (100-200 silica gel) using 30 % ethyl acetate in hexanes to afford 5-(2-ethoxyethoxy) pentan-1ol 3 (5.1 g, 28.97 mmol, 27 % yield) as an oily liquid. TLC system: 70 % ethyl acetate in hexanes – Rf: 0.50; LCMS: m/z = 199.12 (M+Na) +

According to the analysis of related databases, 592-55-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; LEE, Sam SK; FEESE, Michael, David; (206 pag.)WO2020/23813; (2020); A1;,
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Synthetic Route of 592-55-2, 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. 592-55-2, name is 1-Bromo-2-ethoxyethane, This compound has unique chemical properties. The synthetic route is as follows.

Example 15Production of Compound A-7In a 100 ml four-neck flask, 8.567 g (0.0400 mol) of 3-hydroxynaphthalic anhydride, 48.0 g of dimethyl sulfoxide, and 10.081 g (0.0730 mol) of potassium carbonate were put and stirred, and the atmosphere in the system was replaced with nitrogen gas. Dropwise added was 11.233 g (0.0734 mol) of bromoethyl ethyl ether, and the resultant was stirred at 70 C. for 5 hours. In the reaction liquid, 12 ml of deionized water and 9.6 ml of 48% by weight aqueous sodium hydroxide solution were put, stirred at 50 C. for 2 hours, and thereafter ice-cooled, and 21.0 g of 35% by weight aqueous hydrochloric acid solution was put and stirred at 60 C. for 2 hours. The reaction liquid, 500 ml of methylene chloride, and 200 ml of deionized water were added and subjected to oil-water separation to yield the organic layer, which was washed three times with 200 ml of deionized water and thereafter concentrated, and the organic layer was concentrated and subjected to purification by silica gel chromatogram (developing solvent with a hexane-to-ethyl acetate volume ratio of 2 (hexane):3 (ethyl acetate)) to yield the compound A-7 which was a target as a pale yellow solid. Yield: 5.20 g (yield: 45.4%), purity: 98.3% by HPLC (column: Inertsil ODS-2 manufactured by GL Sciences Inc., 4.6 mm×250 mm, solvent: acetonitrile/water=7/3, L-7455 diode array detector manufactured by Hitachi, Ltd., detection wavelength: 230 nm). The measurement results of 1H-NMR by a deuterated dimethyl sulfoxide solvent are listed in Table 1-3.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2-ethoxyethane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Murai, Toshihiko; Makabe, Yoshie; Fujita, Shohei; US2012/289697; (2012); A1;,
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Synthetic Route of 592-55-2, These common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, 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.

Example 2: 4- {3-Hydroxy-3- [4- (2-ethoxyethoxy)-5, 5, 8, 8- tetramethyl-5,6, 7, 8-tetrahydronaphth-2-yl] prop-1-ynyl}- benzoic acid; a. 5,5, 8, 8-Tetramethyl-4- (2-ethoxyethoxy)- 5,6, 7,8-tetrahydronaphthalene-2-carbaldehyde 36 g (156 mmol) of 4-hydroxy-5,5, 8,8-tetra- methyl-5,6, 7, 8-tetrahydronaphthalene-2-carbaldehyde are dissolved in 400 mL of anhydrous DMF. 6.5 g (163 mmol) of 60% sodium hydride are added portionwise and the reaction medium is stirred for 1 hour. 25 g (163 mmol) of 2-ethoxyethyl bromide are added portionwise and the medium is stirred at room temperature for 2 hours and then hydrolysed and extracted with ethyl ether. The organic phase is washed with 1N sodium hydroxide solution, and then three times with water. The residue obtained is purified by chromatography (eluent: heptane). A yellow oil is obtained (m = 40.7 g; yield = 86%).

The synthetic route of 592-55-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT, S.N.C.; WO2005/56510; (2005); A2;,
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Adding a certain compound to certain chemical reactions, such as: 592-55-2, name is 1-Bromo-2-ethoxyethane, 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 592-55-2, category: ethers-buliding-blocks

General procedure: To a solution of 2 (0.28 g, 1.132 mmol) in DMF (5 mL) was added potassium carbonate (0.438 g, 3.17 mmol) and 1-bromobutane (0.340 ml, 3.17 mmol). The mixture was heated at 90 C for 4 h, then cooled to rt and aq. HCl (0.2 M, 50 mL) was added. The mixture was extracted with CH2Cl2 (3 x 5 mL) and the combined organic layers were dried over MgSO4. Solvents were removed under reduced pressure and the residue was purified by silica gel chromatography using hexane:EtOAc (2:1) as eluent to give 3a (0.33 g, 91% yield).

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:
Article; Slavik, Roger; Herde, Adrienne Mueller; Bieri, Daniel; Weber, Markus; Schibli, Roger; Kraemer, Stefanie D.; Ametamey, Simon M.; Mu, Linjing; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 554 – 564;,
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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. 592-55-2, name is 1-Bromo-2-ethoxyethane, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-2-ethoxyethane

Take 30.0g of compound A and 19.6g of K2CO3,162mL of N, N-dimethylformamide in a reaction flask, stir,25.3g of 2-bromoethylethyl ether was added, the temperature was raised to 60 C, and the reaction was performed for 2h. The reaction solution was poured into 270 mL of water, stirred for 0.5 h, and the solid was precipitated and filtered. The obtained filter cake was slurried with 540 mL of water for 1 h, filtered, and the filter cake was slurried with 240 mL of n-heptane for 1 h. The product was filtered and dried at 60 C to obtain product B1 43.5 g, yield 93%, HPLC purity: 99.0%.

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; Sichuan Kelun Pharmaceutical Institute Co., Ltd.; Zha Zhongyun; Pan Junzhu; Cao Zhi; Liu Zhiqiang; Feng Liejiang; Wang Lichun; Wang Jingyi; (9 pag.)CN110396063; (2019); A;,
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. 592-55-2, name is 1-Bromo-2-ethoxyethane, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

Weigh 2,6-diaminopurine nucleoside (CAS No.: 2096-10-8) and dissolve 135.58kg in 1350L DMF.The reaction solution is cooled to 0 ± 2 C,Add NaH 29.10kg under argon protection.The temperature of the addition process was 0 C to 5 C, and the mixture was stirred at 0 C for 1 h.After the above reaction system naturally returns to room temperature,Drop into the system2-bromoethyl ethyl ether 73.64 kg,The reaction was stirred at room temperature.The reaction to the product no longer increases.The water quenching reaction was slowly added to the system at 0 ± 2 C.A 2 M HCl solution was slowly added to the system to adjust the pH to neutral.Concentrate in a vacuum at 65 C until it drops.The residual solid is crystallized in ethanol72.91kg of pale yellow solid,It is a 2′-EOE-2,6-diaminopurine nucleoside.The purity was 98.3%, and the yield was 42.8%.

The synthetic route of 592-55-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Zhaowei Science And Technology Co., Ltd.; Shanghai Zhaowei Biological Engineering Co., Ltd.; Sun Bo; Li Xiqun; Zheng Weijian; Chen Hongyu; (10 pag.)CN108822174; (2018); A;,
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Application of 592-55-2, 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. 592-55-2 name is 1-Bromo-2-ethoxyethane, This 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.

To A solution of 1- (3-Methoxy-4-nitro-phenyl)-piperidin-4-ol (300mg, 1. 2 mmol) in N, N- dimethylformamide (3.0 mL), sodium hydride (1.52g, 3.8 MMOL) is added. After stirring, 2- bromethyl methyl ether (1501L1, 1.6 MMOL) is added and the mixture is further stirred at 70C for 15 hours. After addition of saturated aqueous ammonium chloride, the mixture is poured into water and extracted twice with ethyl acetate. The organic layer is washed with brine, dried over sodium sulfate, and evaporated in vacuo. The residue is purified by silica gel column chromatography (n-hexane-ethyl acetate gradient) to afford 4- (2-METHOXY-ETHOXY)-1- (3- METHOXY-4-NITRO-PHENYL)-PIPERIDINE (111 MG, 29%) as a yellow oil. ‘H-NMR (400MHZ, CDCI3, O, ppm): 1.52 (t, 3H), 1.95-2. 00 (m, 2H), 1.70-1. 79 (m, 2H), 3.23 (ddd, 2H), 3.58-3. 64 (m, 2H), 3.65-3. 68 (m, 2H), 3.64-3. 72 (m, 2H), 3.95 (s, 3H), 6.31 (d, 1H), 6.42 (dd, 1 H), 8.00 (d, 1 H). RF 0. 53 (n-hexane: AcOEt=1 : 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-ethoxyethane, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/80980; (2004); A1;,
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. 592-55-2, name is 1-Bromo-2-ethoxyethane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-ethoxyethane

0.24 g (10 mmol) of sodium hydride and 15 ml of N, N-dimethylformamide were added to a 50 ml round bottom flask at room temperatureStir for 10 minutes then add 2.5 g (10 mmol) of compound 2 and 10 mmol2-bromoethylether and trace detection by TLC to the end of the reaction. The reaction mixture was then poured into 500 ml of ice water and extracted three times with 100 ml of ethyl acetate. The organic phases were combined and the solvent was evaporated to dryness. The resulting residue was subjected to silica gel column chromatography Purification (V dichloromethane: V methanol = 100: 1) gave compound 3 (2.4 g, 76% yield).

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; Guangxi Normal University; Chen Zhenfeng; Liang Hong; Liu Yancheng; Lu Xing; Li Liangping; (13 pag.)CN106632414; (2017); A;,
Ether – Wikipedia,
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