Category: 592-55-2

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-dithiane (1.02 g, 8.51 mmol) in THF (20 mL) under nitrogen at -3O0C was added n- BuLi in hexanes (4.90 mL, 1.6 M, 7.84 mmol) dropwise. The reaction was left for 2 hours at this temperature then was cooled to -780C when a solution of 2-bromoethyl ethyl ether (0.80 mL, 7.09 mmol) in THF (5 mL) was added dropwise. The reaction was then left to warm to room temperature and stir for 18 hours. The reaction was quenched with 10% citric acid (12 mL) and diluted with ethyl acetate (70 mL) . The aqueous phase was extracted with ethyl acetate (2 x 10 mL) . The combined organic phase was dried, filtered and the solvent removed in vacuo. This material (1.43 g) was dried onto silica gel then purified by flash chromatography, eluting with petroleum spirit/ethyl acetate (9:1) to afford, as a yellow oil, 2- (2-ethoxy-ethyl) – [1,3] dithiane (0.49 g, 36%). 1H NMR (CDCl3, 400 MHz) delta= 1.20 (t, J = 7.0 Hz, 3H), 1.80- 1.94 (m, IH), 2.02 (q, J= 6.4 Hz, 2H), 2.08-2.18 (m, IH), EPO 2.77-2.92 (m, 4H) , 3.49 (q, J = 7.2 Hz, 2H) , 3.58 (t, J” = 6.4 Hz, 2H) , 4.21 (t, J = 7.2 Hz, IH) .

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; ZINGOTX PTY LTD; WO2006/125276; (2006); 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., category: ethers-buliding-blocks

A suspension solution of N-(1,5-dimethylpyrazol-3-yl)-2-fluoro-3-(trifluoromethyl)benzamide (0.50 g), 55% sodium hydride (0.07 g) in N,N-dimethylformamide (5 ml) was stirred at room temperature for 5 minutes. To this mixture, 2-ethoxyethyl bromide (0.38 g) and sodium iodide (catalytic quantity) were added and stirred for 17 hours. To the reaction solution, water was added and the reaction solution was extracted with ethyl acetate and then concentrated under vacuum. The residue obtained was purified by silica gel column chromatography (developing solvent: chloroform_methanol=18:1) to obtain a colorless solid substance of N-[1,2-dihydro-1,5-dimethyl-2-(2-ethoxyethyl)pyrazol-3-ylidene]-2-fluoro-3-(trifluoromethyl)benzamide (0.01 g). 1H-NMR, Mass and the melting points of these compounds are shown in Table 11.

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; TAISHO PHARMACEUTICAL CO., LTD; EP1820504; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference 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*100 mL). The combined organic extracts were washed with brine (4*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.

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, 1-Bromo-2-ethoxyethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica NV; Liang, Yin; Demarest, Keith T.; (109 pag.)US2017/290800; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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, COA of Formula: C4H9BrO

A. 2-Ethoxyethoxynitrobenzene 2-Nitrophenol (91.0 g. 0.65 mole), 2-bromoethyl ethyl ether (100.0 g. 0.65 mole), anhydrous potassium carbonate (9.0 g, 0.72 mole) and acetone (1 liter) were refluxed for 65 hours. The reaction mixture was filtered, and the acetone removed by rotary evaporation. The residue was partitioned between 200 ml. of dichloromethane and 100 ml water. The organic phase was further washed with 200 ml. of 10% sodium hydroxide followed by 100 cc of water. The product (58.0 g) was obtained in 42% yield by a vacuum distillation (100-120 C./0.5 mm).

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; GAF Corporation; US4178168; (1979); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature 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.

Add 3 g of potassium hydroxide solid to a 250 mL flask, then add 30 mL of DMF and stir well. After the above system was stirred for 10 minutes, 2 g of compound 2 was added thereto, and then the system was stirred for 30 minutes. Subsequently, 1.38 mL of was added2-bromoethyl ether, the reaction 18 hours at room temperature. After the reaction was completed, the above system was poured into 400 mL of water and extracted with 400 mL of dichloromethane. The organic layer was dried with 4 g of anhydrous magnesium sulfate and the solvent was evaporated to give a white product in a yield of 81%.

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; Shandong University; Yu Xiaoqiang; Tian Minggang; He Xiuquan; Zhang Ruoyao; (11 pag.)CN106632264; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 592-55-2, A common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, molecular formula is C4H9BrO, 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.

Compound A2 (0.13 mmol, 50 mg), and 1-BROMO-2-ETHOXY-ETHANE (0.65 mmol, 99 mg) were dissolved in DMF (1 ML) and triethylamine (0.91 mmol, 127 GEL). The reaction was heated in a microwave at 80C for 20 minutes. The mixture was quenched with water and extracted with ethyl acetate. Removal of organic solvent in vacuo and purification by prep-TLC provided Compound A12 as a yellow solid (20 mg, 33%).’H NMR (400 MHz, CDC13) 8 (PPM) : 10.06 (s, 1H), 8.29 (s, 1H), 7.84 (d, 2H), 7.74 (d, 2H), 5.39 (s broad, 1H), 3.53 (M, 2H), 3.39 (q, 2H), 2.86 (s, 3H), 2.77 (M, 2H), 2.65 (M, 3H), 2.04 (M, 2H), 1.92 (m, 3H), 1.09 (M 3H). LCMS (ESI), m/z 466.3 (M+H+, 100%).

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; ARENA PHARMACEUTICALS, INC.; WO2005/7647; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products 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.

To a solution of methyl 3-hydroxy-2-methylbenzoate (0.83 g, 5.00 mmol) in DMF (10 ml) was added potassium carbonate (1.38 g, 10.0 mmol) and potassium iodide (0.83 g, 5.00 mmol) followed by 2- bromoethyl ethyl ether (0.7 ml, 6.00 mmol). The reaction mixture was heated at 100 C with stirring. After 30 minutes, more 2-bromoethyl ethyl ether (0.5 ml, 4.3 mmol) was added and the heating continued for another 45 minutes. After cooling to room temperature, the mixture was poured into water and extracted with EtOAc (x3). The combined organic extract was washed with brine, dried (Na2S04), filtered and concentrated. Dry column vacuum chromatography (heptane : EtOAc 95 : 5 – 90 : 10 – 80 : 20) afforded 0.85 g (71% yield) of methyl 3-(2-ethoxyethoxy)-2-methylbenzoate as a solid. 1H NMR (400 MHz, CDC13) d 7.38 (d, 1H), 7.14 (t, 1H), 6.96 (d, 1H), 4.09 (m, 2H), 3.85 (s, 3H), 3.78 (m, 2H), 3.59 (q, 2H), 2.42 (s, 3H), 1.21 (t, 3H). MS (ESI, positive mode) m/z 261.1 [M+Na]+.

Statistics shows that 1-Bromo-2-ethoxyethane is playing an increasingly important role. we look forward to future research findings about 592-55-2.

Reference:
Patent; BASF AS; SKJAeRET, Tore; FRASER, David Alan; STEINEGER, Hilde Hermansen; (179 pag.)WO2020/74964; (2020); 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 592-55-2 as follows. COA of Formula: C4H9BrO

Example 65 Preparation of 2-[4-[2-(benzoxazol-2-ylthio)ethyl]piperazin-1-yl]-N-[2,6-diisopropyl-3-(2-ethoxyethyloxy)phenyl)acetamide: 2-Bromoethyl ethyl ether (2 ml) and potassium fluoride catalyst carried on alumina (40 wt %, 225 mg, 1.51 mmol) were added to a solution of 2-[4-[2-(benzoxazol-2ylthio)ethyl]piperazin-1-yl]-N-(2,6-diisopropyl-3-hydroxyphenyl)acetamide (150 mg, 0.30 mmol) in acetonitrile (3 ml) followed by stirring for 41 hours. The catalyst was filtered off and the filtrate was diluted with water and extracted with ethyl acetate. The organic layer was washed with a sodium chloride solution and dried over anhydrous sodium sulfate and the solvent was evaporated therefrom. The residue was purified by a preparative thin layer chromatography (developing solvent, chloroform:ammonia-saturated methanol=20:1) and the resulting crude crystals were recrystallized from ethyl acetate-hexane to provide 120 mg (yield 70%) of the desired compound as colorless powdery crystals. Melting point: 100-103 C. IR (KBr) cm-1: 3282, 2960, 1661, 1498, 1454. 1H-NMR (CDCl3) delta: 1.17 (6H, d, J=6.9 Hz), 1.23 (3H, t, J=7.0 Hz), 1.32 (6H, d, J=6.9 Hz), 2.62-2.79 (8H, m), 2.86 (2H, t, J=6.2 Hz), 2.93 (1H, sept, J=6.9 Hz), 3.19 (1H, sept, J=6.9 Hz), 3.21 (2H, s), 3.50 (2H, t, J=6.2 Hz), 3.59 (2H, q, J=7.0 Hz), 3.81 (2H, t, J=5.1 Hz), 4.09 (2H, t, J=5.9 Hz), 6.83 (1H, d, J=8.7 Hz), 7.09 (1H, d, J=8.7 Hz), 7.22-7.30 (2H, m), 7.43 (1H, m), 7.58 (1H, m), 8.56 (1H, br s). EIMSm/z (relative intensity): 568 (M+), 276 (100). Elementary analysis as C31H44N4O4S Calculated: C, 65.46; H, 7.80; N, 9.85; S, 5.64. Found: C, 65.16; H, 7.75; N, 9.81; S, 5.70.

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; Kowa Company, Ltd.; US6969711; (2005); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. Product Details of 592-55-2

2-(2-ethoxyethoxy)-1 ,3-dimethylidene-2,3-dihydro-1 H-isoindole (1-18) The N-hydroxypthalimide (4.0 g) and 1 -bromo-2-ethoxyethane (11 .25 g) were dissolved in DMF (40.0 ml) and CH3000Na (10.0 g) was added to the solution at room temperature. The reaction mixture was allowed to stir at 70 00 for 12 hours. Thereaction mixture was allowed to cool to room temperature and was and was poured in water and then extracted two times by ethyl acetate. The organic layer was concentrated under reduce pressure and was purified by column chromatography using silica gel. The desired product was eluted with 0-30% ethyl acetate in hexane. Evaporation of pure product fractions gave 4.8 g of 2-(2-ethoxyethoxy)-1 ,3-dimethylidene-2,3-dihydro-1H-isoindole (1-18) (Yield: 83.3 %). 1H-NMR (DMSO-d6): (ppm) 0.98 (t, 3H),3.39 (q, 2H), 3.73 (t, 2H), 4.27 (t, 2H), 7.87 (s, 4H). LC-MS: mlz= 236.2 (M+H).

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

Reference:
Patent; INFLECTIS BIOSCIENCE; GUEDAT, Philippe; (110 pag.)WO2016/1390; (2016); 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., Quality Control of 1-Bromo-2-ethoxyethane

Example 38Synthesis of (Z)-2-ethoxy-3-[2-(2-ethoxyethoxy)-3′-(1-methyl-3-pentylureido)biphenyl-4-yl]acrylic acid a-Methyl 3-(2-ethoxyethoxy)-4-iodobenzoate:3.15 g (20 mmol) of 2-bromoethyl ethyl ether and 3.4 g (24.6 mmol) of potassium carbonate are added to a solution of 5.7 g (20 mmol) of methyl 3-hydroxy-4-iodobenzoate (prepared according to Example 19d) in 50 mL of methyl ethyl ketone. The reaction mixture is heated at 80 C. for 12 hours. The reaction is stopped by addition of 50 mL of water and extraction with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then purified by chromatography on a column of silica eluted with an 80/20 heptane/ethyl acetate mixture. 5.93 g (83%) of methyl 3-(2-ethoxyethoxy)-4-iodobenzoate are obtained in the form of a colorless oil.

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; GALDERMA RESEARCH & DEVELOPMENT; US2009/12129; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem