Category: 111-46-6

Adding a certain compound to certain chemical reactions, such as: 111-46-6, 2,2′-Oxybis(ethan-1-ol), 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, Computed Properties of C4H10O3, blongs to alcohols-buliding-blocks compound. Computed Properties of C4H10O3

2,2-oxydiethanol (168 mmol) in THF (100 ml) was added dropwise to a solution of sodium hydride (42mmol) in THF (80 ml) at 0C during 30 minutes. The solution was stirred for 2 hours at room temperature. 3-bromoprop-1-yne (42 mmol) was added and the solution was refluxed overnight, followed by addition of water (80 ml). Solvent was evaporated and extracted with EtOAc (4x lOOmI). The combined organic layers were washed with brine, dried over anhydrous Na2504, filtered and concentrated in vacuo. The obtained mixture was purified with flash chromatography (100% Heptaneto 40% EtOAc in Heptane)Yield: 58.3 %, MS (ESI) m/z 167 [M+Na] +1H-NMR (ODd3, 400 MHz) 6 2.44 (t, J=2.4 Hz, 1H), 3.62 (t, J=4.4 Hz, 2H), 3.69-3.77 (m, 6H), 4.22 (d, J=2.4Hz, 2H)

The synthetic route of 111-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITEIT ANTWERPEN; JOOSSENS, Jurgen; AUGUSTYNS, Koen; LAMBEIR, Anne-Marie; VAN DER VEKEN, Pieter; VAN SOOM, Jeroen; MAGDOLEN, Viktor; (66 pag.)WO2015/144933; (2015); 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. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol), the common compound, a new synthetic route is introduced below. SDS of cas: 111-46-6

Into a round-bottom flask (RBF) charged with argon and cooled to 0 C, 95 % NaH (1.64 g, 65 mmol) was suspended in anhydrous THF. Di(ethylene)glycol (9.5 mL, 100 mmol) was added dropwise. After 30 min of stirring at 0 oC, propargyl bromide (5.5 mL, 50 mmol, 80 % in toluene) was added slowly. The reaction was kept at 0 oC for another 2 h, then allowed to warm to RT overnight. The reaction was slowly quenched with water (30 mL) and the compound was extracted into CH2Cl2 (3 x 50 mL). The organic portions were combined and washed with H2O (1 x 30 mL), dried over Na2SO4, and concentrated in vacuo. Flash chromatography on a silica column (3:2 ethyl acetate:hexanes ) afforded alkyne 7 (3.66 g, 51 %) as a yellow oil. 1H NMR (CDCl3): delta 2.43 (t, 1H, J = 2.4Hz); 2.84-2.88 (br s, 1H), 3.58 (dt, 2H, J = 4.6Hz, 5.3Hz); 3.76-3.63 (m, 6H); 4.18 (d, 2H, J = 2.8Hz). 13C NMR (CDCl3): delta 58.5 [CH2]; 61.8 [CH2]; 69.2 [CH2]; 70.3 [CH2]; 72.7 [CH2]; 74.9 [CH]; 79.6 [C]. HRMS (ESI+) calcd. for C7H12O3Na [M++Na]: 167.0684. Found: 167.0680.

The synthetic route of 111-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Inkster, James; Lin, Kuo-Shyan; Ait-Mohand, Samia; Gosselin, Simon; Benard, Francois; Guerin, Brigitte; Pourghiasian, Maral; Ruth, Thomas; Schaffer, Paul; Storr, Tim; Bioorganic and Medicinal Chemistry Letters; vol. 23; 13; (2013); p. 3920 – 3926;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 111-46-6, 2,2′-Oxybis(ethan-1-ol), 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, SDS of cas: 111-46-6, blongs to alcohols-buliding-blocks compound. SDS of cas: 111-46-6

To a solution of 2,2′-oxodiethanol (19.7 mL, 206.7 mmol, 3.0 eq.) In anhydrous tetrahydrofuran (100 mL) was added sodium (0.1 g).Stir the mixture until the sodium mass disappears,Tert-butyl acrylate (10.0 mL, 68.9 mmol, 1.0 eq.) Was then added dropwise.The mixture was stirred overnight,Brine (200 mL) was added and extracted with ethyl acetate (3 x 100 mL). The organic layer was washed with brine (3 × 300 mL),Dried over anhydrous sodium sulfate, filtered,Concentrated and purified by silica gel column chromatography (1: 1 n-hexane / ethyl acetate),A colorless oil was obtained (8.10 g, 49.4% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,111-46-6, 2,2′-Oxybis(ethan-1-ol), and friends who are interested can also refer to it.

Reference:
Patent; Hangzhou Duo Xi Biological Technology Co., Ltd.; Zhao Luoboyongxin; Huang Yuanyuan; Yang Qingliang; Gai Shun; Ye Hangbo; Xu Yifang; Guo Huihui; Cao Minjun; Li Wenjun; Cai Xiang; Zhou Xiaomai; Xie Hongsheng; Jia Junxiang; Guo Zhixiang; Lin Chen; Yang Yanlei; Ye Zhicang; Qi Tafamingrenqingqiubugongkaixingming; (338 pag.)CN110621673; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 111-46-6, 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. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol), molecular formula is C4H10O3, 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 solution of 2-(2-hydroxyethoxy)ethanol (55.66 g, 524.53 mmol, 49.70 mL, 2 eq) in tetrahydrofuran (500 mL) was added sodium hydride (6.29 g, 157.27 mmol, 60% purity, 0.6 eq) at 0 C and stirred for 0.5 hour under nitrogen. Then the mixture was added p- toluenesulfonyl chloride (50 g, 262.26 mmol, 1 eq), warmed to 25 C and stirred for 6 hours. The mixture was poured into saturated ammonium chloride solution (200 mL) and stirred for 15 minutes. The aqueous phase was extracted with ethyl acetate (200 mL x 2). The combined organic phase was washed with brine (200 mL), dried with anhydrous anhydrous sodium sulfate, filtered and concentrated in vacuum. The residue was purified by silica gel chromatography (Petroleum ether/Ethyl acetate=l0/l to 1/1) to afford 2-(2-hydroxyethoxy)ethyl 4- methylbenzenesulfonate (35 g, 134.46 mmol, 51 % yield) as a yellow oil. LC/MS (ESI) m/z. 261.0 [M+l] +; 1H-NMR (400MHz, CDCb) d 7.76 – 7.72 (m, 2H), 7.28 (d, / = 8.0 Hz, 2H), 4.15 – 4.02 (m, 2H), 3.66 – 3.55 (m, 4H), 3.49 – 3.44 (m, 2H), 2.38 (s, 3H).

According to the analysis of related databases, 111-46-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARVINAS OPERATIONS, INC.; YALE UNIVERSITY; CREW, Andrew P.; HORNBERGER, Keith R.; WANG, Jing; DONG, Hanqing; BERLIN, Michael; CREWS, Craig M.; (1213 pag.)WO2019/195609; (2019); A2;,
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. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol), the common compound, a new synthetic route is introduced below. name: 2,2′-Oxybis(ethan-1-ol)

To a solution of 2,2′-oxydiethanol (19.7 mL, 206.7 mmol, 3.0 eq.) in anhydrous THF (100 mL) was added sodium (0.1 g). The mixture was stirred until Na disappeared and then tert-butyl acrylate (10.0 mL, 68.9 mmol, 1.0 eq.) was added dropwise. The mixture was stirred overnight, and brine (200 mL) was added and extracted with EtOAc (3 × 100 mL). The organic layers were washed with brine (3 × 300 mL), dried over anhydrous Na2SO4, filtered, concentrated and purified by SiO2 column chromatography (1:1 hexanes/ EtOAc) to give to a colorless oil (8.10 g, 49.4% yield). MS ESI m/z calcd for C11H23O5 [M +H]+ 235.1467, found 235.1667.

The synthetic route of 111-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUZHOU M-CONJ BIOTECH CO., LTD.; HANGZHOU DAC BIOTECH CO, LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; GAI, Shun; ZHAO, Linyao; YE, Hangbo; GUO, Huihui; TONG, qianqian; CAO, Minjun; JIA, Junxiang; YANG, Chengyu; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; LIN, Chen; GUO, Zhixiang; YE, Zhicang; (246 pag.)WO2016/59622; (2016); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 111-46-6, 2,2′-Oxybis(ethan-1-ol), 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, Recommanded Product: 2,2′-Oxybis(ethan-1-ol), blongs to alcohols-buliding-blocks compound. Recommanded Product: 2,2′-Oxybis(ethan-1-ol)

A solution of diethylene glycol (5.01 g, 47.21 mmol), / olucncsulfonyl chloride (4.50 mg, 23.6 mmol) and triethylamine (8.55 mL, 61.37 mmol) in DCM (200 mL) was stirred at 25 C for 16 h. The reaction was added to FLO (30 mL) and extracted with DCM (2 x 50 mL). The organic layer was separated, dried with over Na2S04 and concentrated under vacuum. The residue was purified by silica gel chromatography (petroleum ether :EtO Ac 10:1 to 1 : 1) to afford 2-(2-hydroxyethoxy)ethyl 4-methylbenzenesulfonate (2.95 g, 40%) as a light yellow oil; LC-MS 283.0 [M+Na]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,111-46-6, 2,2′-Oxybis(ethan-1-ol), and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BENZ, Joerg; GRETHER, Uwe; HORNSPERGER, Benoit; KOCER, Buelent; KUHN, Bernd; RICHTER, Hans; TSUCHIYA, Satoshi; BELL, Charles; WU, Xiang; YAN, Xiaofei; GOBBI, Luca; (188 pag.)WO2019/105915; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 111-46-6, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.111-46-6, name is 2,2′-Oxybis(ethan-1-ol), molecular formula is C4H10O3, molecular weight is 106.1204, as common compound, the synthetic route is as follows.

A mixture of 2- (2-methoxyethoxy) ethanol(2A) (21.2 g, 0.2 mol) andCesium carbonate (8.55 g, 0.05 mol) was dissolved in N, N-dimethylformamide (50 mL), Benzyl bromide (27.7 g, 0.085 mol) was added and stirred at room temperature for 3 daysThe The reaction solution was added with water (300 mL) and extracted with ethyl acetate (100 mL x 2)The combined organic phases were washed with saturated brine, dried over anhydrous sodium sulfate,The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography(Petroleum ether / ethyl acetate (v / v) = 1: 0 to 5: 1) to give the title product2- (2-benzyloxyethoxy) ethanol (2B) as a pale yellow oil(4.0 g, yield 40%).

The chemical industry reduces the impact on the environment during synthesis 111-46-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sichuan Haisco Pharmaceutical Co.,Ltd.; Wei, Yonggang; Qiu, Guanpeng; Lu, Yonghua; Zhu, Guozhi; (40 pag.)TW2017/8238; (2017); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 111-46-6, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.111-46-6, name is 2,2′-Oxybis(ethan-1-ol), molecular formula is C4H10O3, molecular weight is 106.1204, as common compound, the synthetic route is as follows.

General procedure: Sodium hydride (60% dispersion in mineral oil, 0.5 equiv) wasadded portion-wise to a solution of triethyleneglycol (1 equiv.) inTHF (50 mL) under nitrogen. The reaction was stirred for 1 h andthen cooled to 0 C. Benzyl bromide (0.5 equiv.) was then addeddrop-wise, and the reaction mixture was warmed to room temperatureand then stirred for 16 h. The reaction mixture was cooledin an ice bath quenched by the addition of methanol (20 mL), andthen concentrated in vacuo. The residue was dissolved in DCM(30 mL), and washed with water (30 mL). The combined organicextracts were dried over anhydrous MgSO4, filtered, and concentratedin vacuo, to afford a yellow oil, which was purified by flashchromatography.

Statistics shows that 111-46-6 is playing an increasingly important role. we look forward to future research findings about 2,2′-Oxybis(ethan-1-ol).

Reference:
Article; Suthagar, Kajitha; Watson, Andrew J.A.; Wilkinson, Brendan L.; Fairbanks, Antony J.; European Journal of Medicinal Chemistry; vol. 102; (2015); p. 153 – 166;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 111-46-6 ,Some common heterocyclic compound, 111-46-6, molecular formula is C4H10O3, 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.

Synthesis of 2-(2-hydroxyethoxy)ethyl 4-methylbenzenesulfonate (Compound A3)Into a 2000-mL 3 -necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed a solution of 2-(2 -hydroxy ethoxy)ethan-l-ol (A2, 42.4 g, 399.55 mmol, 1.00 equiv) in dichloromethane (1000 mL) and triethylamine (27.9 g, 275.72 mmol, 0.25 equiv). To the above was added p-toluenesulfonyl chloride (19.1 g, 100.18 mmol, 0.50 equiv). After stirring for 1 h at 25C, the resulting mixture was washed with 1×500 mL of aq. potassium hydrosulfate (1M) and 1×500 mL of aq. sodium bicarbonate (5%) respectively. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with dichloromethane/methanol (100: 1). This resulted in Compound A3 as an oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111-46-6, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COLLETTI, Steven, L.; TUCKER, Thomas, J.; TELLERS, David, M.; KIM, Boyoung; BURKE, Rob; CALATI, Kathleen, B.; STANTON, Matthew, G.; PARMAR, Rubina, G.; AARONSON, Jeffrey, G.; WANG, Weimin; WO2015/69587; (2015); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol). A new synthetic method of this compound is introduced below., Quality Control of 2,2′-Oxybis(ethan-1-ol)

General procedure: Dioxane (15 mL), alkyl halide (25 mmol), and tetrabutylammonium bromide (0.4 g, 1.2 mmol) were added to a solution of KOH (1.6 g, 27.5 mmol) in glycol (75-125 mmol). After stirring at 100-105 C for 5-10 h, the reaction mixture was diluted with CHCl3 (15 mL) and water (10 mL). The organic layer was separated, washed with water (3×20 mL), dried with Na2SO4, and evaporated in vacuo, and the residue was distilled using Vigreux column. For each particular case, the ratio of the starting reagents, yields, physicochemical parameters, and 1H NMR spectral data for monoalkyl ethers 8a-e are givenin Table 6.

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, 111-46-6, 2,2′-Oxybis(ethan-1-ol).

Reference:
Article; Kharlamov; Artyushin; Bondarenko; Russian Chemical Bulletin; vol. 63; 11; (2014); p. 2445 – 2454; Izv. Akad. Nauk, Ser. Khim.; 11; (2014); p. 2445 – 2454;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts