Category: 929-06-6

Application of 929-06-6 ,Some common heterocyclic compound, 929-06-6, molecular formula is C4H11NO2, 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.

Di-tert-butyl dicarbonate (4.973 g, 22.8 mmol) in CHC13 (100 mL) was added dropwise to a solution of 2-(2-aminoethoxy)ethanol (2.4 mL, 22.8 mmol) in CHCI3 (100 mL) and stirred o/n. Water was added and the layers separated. The aqueous layer was extracted once with CH2CI2. The combined organics were dried (MgS04), filtered, and concentrated to provide the title compound. 1H NMR (CDCI3) delta 4.95 (br s, 1 H), 3.78-3.70 (m, 2H), 3.60-3.52 (m, 4H), 3.38-3.28 (m, 2H), 2.22 (br s, 1H), 1.45 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,929-06-6, its application will become more common.

Reference:
Patent; MYREXIS, INC.; HOLCOMB, Ryan; SUZUKI, Kazuyuki; HALTER, Robert J.; SEBAHAR, Paul R.; MCLEOD, Donald A.; SHENDEROVICH, Mark D.; YAGER, Kraig M.; BURSAVICH, Matthew Gregory; YUNGAI, Ashantai J.; RICHARDS, Burt; BARTEL, Paul L.; WETTSTEIN, Daniel A.; WO2011/46970; (2011); A1;,
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Synthetic Route of 929-06-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 929-06-6, name is 2-(2-Aminoethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

To an ice-cold solution of 2-(2-aminoethoxyethanol) (10 g, 95.23 mmol) indichloromethane (500 mL) was added triethylamine (19.23 g, 190.47 mmol), followed by Boc-anhydride (22.62 g, 104.76 mmol) dropwise over fifteen minutes at 0 C. The reaction mixture was allowed to warm to rt and stirred for 18 h while monitoring by TLC.The solvent was removed under reduced pressure and the residue was taken up in ethyl acetate (400 mL) and washed with saturated ammonium chloride solution (2 x 250 mL).The organic layer was dried over anhydrous sodium sulphate and concentrated to give tert-butyl (2-(2-hydroxy)ethoxy)ethylcarbamate (10.9 g, 55.8%) as a colorless liquid. 1HNMR (400 MHz, DMSO-i/6) delta ppm 6.76 (1H, s), 4.56 (1H, t, J=5.2 Hz), 3.50-3.46 (2H, m), 3.41-3.36 (4H, m), 3.10-3.05 (2H, m), 1.38 (9H, s).

According to the analysis of related databases, 929-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BOY, Kenneth M.; GUERNON, Jason M.; MACOR, John E.; THOMPSON III, Lorin A.; WU, Yong-Jin; ZHANG, Yunhui; WO2012/9309; (2012); A1;,
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Synthetic Route of 929-06-6, 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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, molecular formula is C4H11NO2, The 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 500mL three-necked flask were added compound BG04 3.7g (1. 0eq), (Boc)2O 15.5g (2.0 eq), a mixed solution of methanol:triethylamine (9:1) 200ml, stirred and warmed to reflux, and reacted for 1h. After the completion of the reaction under the monitor of TLC, methanol triethylamine was evaporated off, and dissolved in water. Dichloromethane was extracted for 3 times. The organic layers were combined and washed once with water, dried over anhydrous sodium sulfate, and concentrated to give 4.8g BG05 as an oil.

According to the analysis of related databases, 929-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bright Gene Bio-Medical Technology Co., Ltd.; YUAN, Jiandong; HUANG, Yangqing; SONG, Yunsong; YUAN, Fang; (69 pag.)EP3321279; (2018); 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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-(2-Aminoethoxy)ethanol

Part A A solution of 2-(2-aminoethoxy)ethanol (29.0 g, 0.276 mol) in 180 mL of tetrahydrofuran (THF), under N2, was cooled to 0 C. and treated with 140 mL of 2N NaOH solution. A solution of di-tert-butyl dicarbonate (60.2 g, 0.276 mol) in 180 mL of THF was then added dropwise over 1 h to the rapidly stirred solution. The reaction mixture was then allowed to warm to room temperature and was stirred an additional 18 h. The THF was then removed under reduced pressure and the remaining aqueous slurry was brought to pH 3 by addition of 150 mL of 1M H2SO4 solution. This was then extracted with ethyl acetate (300 mL, 100 mL) and the combined organic layers were washed with H2O (2*) and brine. The organic portion was dried over Na2SO4 and concentrated to give tert-butyl 2-(2-hydroxyethoxy)ethylcarbamate as a colorless oil (47.1 g).

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, 929-06-6, 2-(2-Aminoethoxy)ethanol.

Reference:
Patent; Crooks, Stephen L.; Griesgraber, George W.; Heppner, Philip D.; Merrill, Bryon A.; US2003/130518; (2003); A1;; ; Patent; Crooks, Stephen L.; Griesgraber, George W.; Heppner, Philip D.; Merrill, Bryon A.; Roberts, Ralph R.; Wei, Ai-Ping; US2003/139441; (2003); A1;; ; Patent; Crooks, Stephen L.; Griesgraber, George W.; Heppner, Philip D.; Merrill, Bryon A.; US2003/187016; (2003); A1;; ; Patent; 3M Innovative Properties Company; US6677347; (2004); B2;,
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Application of 929-06-6 , The common heterocyclic compound, 929-06-6, name is 2-(2-Aminoethoxy)ethanol, molecular formula is C4H11NO2, 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 mixture of 2-(2-aminoethoxy)ethanol (99.52 g) and ethyl acetate (200 mL) was added dropwise a mixture of di-tert-butyl dicarbonate (208.57 g) and ethyl acetate (50 mL) under ice-cooling. The reaction solution was stirred at room temperature for 60 hrs, and concentrated under reduced pressure. The residue was dissolved in ethyl acetate (500 mL), and washed with water (200 mL), 1 N hydrochloric acid (200 mL), water (300 mL), and saturated brine (300 mL), followed by drying over anhydrous sodium sulfate. The solution was concentrated under reduced pressure to give tert-butyl [2-(2-hydroxyethoxy)ethyl]carbamate as colorless oil (169.2 g).1 H-NMR (cdcl3) : 1.45 (9H,s), 3.33(2H,q,J=5.1Hz), 3.54-3.59(4H,m), 3.74 (2H, q, J=5. 1Hz), 4.88(2H,bs).

The synthetic route of 929-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1602362; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, the common compound, a new synthetic route is introduced below. Recommanded Product: 2-(2-Aminoethoxy)ethanol

General procedure: To a solution of 2a (or 2b-e, 20 mmol) in a mixture of dioxane (15 mL) and H2O (7 mL), wasadded 5N NaOH (4.8 mL) and a solution of Boc2O (5.0 g, 23 mmol) in dioxane at 0 C. After stirred atrt overnight, the reaction mixture was concentrated in vacuo. The residue was extracted from 10%citric acid with AcOEt, and dried over anhydrous Na2SO4. Evaporation of the solvents gave the pureproduct 3a-e. 3a was obtained as a colorless oil (2.67 g, 83%).

The synthetic route of 929-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Xiaoxiao; Hou, Jianjun; Wang, Chao; Liu, Xinjie; He, Hongyan; Xu, Ping; Yang, Zhenjun; Chen, Zili; Wu, Yun; Zhang, Lihe; Molecules; vol. 18; 11; (2013); p. 13957 – 13978;,
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Reference of 929-06-6, 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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, molecular formula is C4H11NO2, The 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.

a) [2-(2-Hydroxy-ethoxy)-ethyl]-carbamic acid terf-butyl esterTo a solution of 2-(2-amino-ethoxy)-ethanol (5.00 g) in water (35 mL) at 00C potassium hydroxide (2.93 g) was added. To this mixture maintained at O0C, a solution of d-tert- butyldicarbonate (11.40 g) in dioxane (17 mL) was added dropwise. The resulting mixture was stirred at 00C for 1 h and then 4 h at room temperature. Dioxane was evaporated under reduced pressure and the aqueous solution was extracted with DCM (2 x 25 mL). The organic phase was dried and evaporated under reduced pressure. The residue was purified by flash chromatography (silica gel, EtOAc / petroleum ether 40 /60 to 60 / 40) to give the title compound (8.50 g); ESMS m/z 205.3 [M+H]+.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 929-06-6, 2-(2-Aminoethoxy)ethanol.

Reference:
Patent; GLAXO GROUP LIMITED; PLIVA-ISTRAZIVACKI INSTITUT D.O.O.; WO2006/50942; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, the common compound, a new synthetic route is introduced below. Quality Control of 2-(2-Aminoethoxy)ethanol

To a mixture of [2- (2-AMINOETHOXY)] ethanol (99.52 g) and ethyl acetate (200 mL) was dropwise added a mixture of di- tert-butyl dicarbonate (208.57 g) and ethyl acetate (50 mL) under ice-cooling. After stirring at room temperature for 60 hrs. , the mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (500 mL), washed with water (200 mL), 1N hydrochloric acid (200 mL), water (300 mL) and saturated brine (300 mL), and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave tert-butyl [[2- (2-HYDROXYETHOXY)] ethyl] carbamate (169.2 g) as a colorless oil. 1H-NMR [(CDCL3)] : 1.45 (9H, s), 3.33 (2H, q, J=5. lHz), 3.54-3. 59 (4H, [M),] 3.74 (2H, q, J=5. [1HZ),] 4.88 (2H, bs). To a mixture of tert-butyl [[2- (2-] hydroxyethoxy) ethyl] carbamate (53.93 g) obtained above and ethyl acetate (350 mL) were added pyridine (53.78 mL) and ethyl chlorocarbonate (70.57 g) under ice-cooling, and the mixture was stirred at room temperature for 96 hrs. Ethyl acetate (500 mL) was added to the reaction mixture, and the mixture was washed with water (500 mL), an aqueous copper sulfate solution (200 mL), water (300 mL) and saturated brine (300 mL) and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave [2- [2- [ (TERT-] butoxycarbonyl) amino] ethoxy] ethyl ethyl carbonate (93.19 g) as a colorless oil. 1H-NMR [(CDC13)] : 1.32 (3H, t, J=7.2Hz), 1.44 (9H, s), 3.32 (2H, t, J=5. [1HZ),] 3.54 (2H, t, J=5. [1HZ),] 3.67-3. 74 (2H, m), 4.21 (2H, q, J=7.2Hz), 4.26-4. 31 (2H, m), 4.91 (lH, bs). To a solution (350 mL) of [2- [2- [ (TERT-] butoxycarbonyl) amino] ethoxy] ethyl ethyl carbonate (93.15 g) obtained above and methyl iodide (83.6 mL) in N, N- dimethylformamide was added sodium hydride [(60%] in oil, 16.12 g) under ice-cooling. After stirring at room temperature for 24 hrs. , the reaction mixture was poured into an ice-aqueous ammonium chloride solution, and extracted with diethyl ether (800 mL). The diethyl ether layer was washed with saturated brine (300 mL), and dried over anhydrous magnesium sulfate. After concentration under reduced pressure, the residue was purified by silica gel column chromatography (eluted with ethyl acetate: hexane=1 : 8). To the purified product was added a 4N hydrogen chloride-ethyl acetate solution (300 mL) was added, and the mixture was stirred at room temperature for 2 hrs. Diethyl ether (300 mL) was added, and the precipitated solid was collected by filtration. The solid was dried under reduced pressure to give the title compound (33.21 g) as a white solid. [H-NMR] (DMSO-d6) : 1.21 (3H, t, J=7.2Hz), 2.51 (3H, [S),] 3.02- 3.09 (2H, m), 3.65-3. 72 (4H, m), 4.12 (2H, q, J=7.2Hz), 4.22 (2H, t, J=4.5Hz), 9.06 (2H, br).

The synthetic route of 929-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2003/105845; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. 929-06-6

To the solution of dioxane (40 mL), H20 (20 mL) and NaOH ( 20 mL; 1 M) was added 2-(2- aminoetoxy) ethanol. The reaction mixture was cooled to 0C and di-t-Bu dicarbonate ( 4,8 g) was added. The mixture was stirred for 30 min at 0C, and then the stirring was continued for 2 hours at room temperature. In next 3 hours two portion of di-t-Bu dicarbonate ( 2x 0,22 g) were added. The mixture was stirred over night at room temperature and then concentrated (20-30 mL). EtOAc (60 mL) was added to the solution and pH was adjusted to 2.5. Aqueous layer was extracted with EtOAc (3×20 mL). Organic layers was washed with H2O (3×30 mL), dried over KzC03 and evaporated in vacuum to give 3,7 g of the title product as oil.

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, 929-06-6, 2-(2-Aminoethoxy)ethanol.

Reference:
Patent; PLIVA-ISTRAZIVACKI INSTITUT D.O.O.; WO2005/108412; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts