Ethers-buliding-blocks

Application of 1535-73-5, The chemical industry reduces the impact on the environment during synthesis 1535-73-5, name is 3-Trifluoromethoxyaniline, I believe this compound will play a more active role in future production and life.

Diethyl 2-(ethoxymethylene)malonate 3 (5.70 mL, 28.2 mmol) was added to 3-(trifluoromethoxy)aniline 2a (3.77 mL, 28.2 mmol) in toluene(30 mL) and the reaction mixture was heated in a sealed tube at120 C for eighteen hours, then concentrated to give diethyl 2-(((3-(trifluoromethoxy)phenyl)amino)methylene)malonate 4a (10.0 g,28.8 mmol, 99% yield) as a dark red syrup. 1H NMR (400 MHz, CDCl3)delta 11.05 (d, 1H, J=14 Hz), 8.47 (d, 1H, J=13 Hz), 7.44-7.37 (m, 1H),7.07 (ddd, 1H, J=8, 2, 1 Hz), 7.04-6.96 (m, 2H), 4.32 (q, 2H,J=7 Hz), 4.27 (q, 2H, J=7 Hz), 1.39 (t, 3H, J=7 Hz), 1.34 (t, 3H,J=7 Hz); LC-MS (LC-ES) M+H=348.

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, 3-Trifluoromethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Deaton, David N.; Do, Young; Holt, Jason; Jeune, Michael R.; Kramer, H. Fritz; Larkin, Andrew L.; Orband-Miller, Lisa A.; Peckham, Gregory E.; Poole, Chuck; Price, Daniel J.; Schaller, Lee T.; Shen, Ying; Shewchuk, Lisa M.; Stewart, Eugene L.; Stuart, J. Darren; Thomson, Stephen A.; Ward, Paris; Wilson, Joseph W.; Xu, Tianshun; Guss, Jeffrey H.; Musetti, Caterina; Rendina, Alan R.; Affleck, Karen; Anders, David; Hancock, Ashley P.; Hobbs, Heather; Hodgson, Simon T.; Hutchinson, Jonathan; Leveridge, Melanie V.; Nicholls, Harry; Smith, Ian E.D.; Somers, Don O.; Sneddon, Helen F.; Uddin, Sorif; Cleasby, Anne; Mortenson, Paul N.; Richardson, Caroline; Saxty, Gordon; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1456 – 1478;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, molecular formula is C13H20O3, 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. HPLC of Formula: C13H20O3

General procedure: To asolution of hydrazide (0.73 mmol) in 10 mL of anhydrous ethanol, added triethyl orthoester (0.81 mmol) and ammonium chloride (0.219 mmol). The solution was stirred and heated to reflux until it complete (0.5-18 h). The reaction mass was cooled to room temperature and concentrated under vacuum. The crude product was made into slurry in a mixture of hexanes and ether (3:1), filtered,washed with deionized water or purified by column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1663-61-2, its application will become more common.

Reference:
Article; Gnanasekaran, Krishna Kumar; Nammalwar, Baskar; Murie, Maeghan; Bunce, Richard A.; Tetrahedron Letters; vol. 55; 50; (2014); p. 6776 – 6778;,
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. 701-56-4, name is 4-Methoxy-N,N-dimethylaniline, A new synthetic method of this compound is introduced below., Formula: C9H13NO

General procedure: Under an atmosphere of N2, KOt-Bu (2.2 mmol), dioxane (0.9 mL), DMSO (1.65 mmol), tertiary amine 1 (0.55 mmol), and aryl halide 2 (1.65 mmol) were successively added to a Schlenk reaction tube. The mixture was stirred vigorously at 80-120 C for 12 h. Then the mixture was diluted with EtOAc, washed with sat. brine, and dried (anhyd Na2SO4). Then the solvent was removed under reduced pressure andthe residue was purified by flash column chromatography (petroleum ether and petroleum ether-EtOAc, 100:1 for the methoxy group derived products) to give pure products 3.

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:
Article; Huang, Pei; He, Bang-Yue; Wang, Hui-Min; Lu, Jian-Mei; Synthesis; vol. 47; 2; (2015); p. 221 – 227;,
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. 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 910251-11-5

Example 10: Potassium methoxymethyldicyanomethoxyborate – K[CH3OCH2B(OCH3)(CN)2] K[CH3OCH2BF3] + 2 (CH3)3SiCN + (CH3)3SiOCH3 – CH3CN *- K[CH3OCH2B(OCH3)(CN)2] + 3 (CH3)3SiF K[CH3OCH2BF3] (70 mg, 0.461 mmol) is suspended in 10 mL of a mixture of (CH3)3SiCN (4.29 mmol, 0.57 mL), (CH3)3SiOCH3 (11.58 mmol, 1.59 mL), (CH3)3SiCI (0.79 mmol, 0.1 mL) and acetonitrile and stirred at room temperature for 30 minutes. Subsequently all volatile materials are removed in vacuo and a white solid is obtained. The yield of potassium methoxymethyldicyanomethoxyborate is 80 mg (0.45 mmol). The NMR spectra of K[CH3OCH2B(OCH3)(CN)2] are measured in CD3CN. 1 B{1H}-NMR; 1B-NMR; H{1 B}-NMR; <5, ppm: 3.23 s (CH2OCH3, 3H), 3.21 s (OCH3, 3H), 2.75 s (CH2, 2H). 1H-NMR; delta, ppm: = 3.23 s (CH2OCH3, 3H), 3.21 br. s (OCH3, 3H), 2.75 br. s (CH2, 2H). According to the analysis of related databases, 910251-11-5, the application of this compound in the production field has become more and more popular. Reference:
Patent; MERCK PATENT GMBH; IGNATYEV, Nikolai (Mykola); SCHULTE, Michael; KAWATA, Kentaro; GOTO, Tomohisa; SPRENGER, Jan; FINZE, Maik; FRANK, Walter; WO2013/10640; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 36942-56-0, These common heterocyclic compound, 36942-56-0, name is 2-Bromo-4-methoxy-1-methylbenzene, 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.

A solution of compound 1 (100 g, 0.45 mol, 1.0 equiv, F-Chemicals), compound 2 (84.72 g, 0.541 mol, 1.2 equiv, Combi-Blocks) and potassium carbonate (186.92 g, 1.35 mol, 3.0 equiv) in 1,4-dioxane (660 mL) and H2O (180 mL) was degassed with nitrogen for 15 min. Pd(PPh3)4 (26.08 g, 0.0226 mol, 0.05 equiv) was added and the mixture was again degassed with nitrogen for 5 min. The reaction mixture was heated at 90 C. for 3 h. The reaction mass was cooled to RT, diluted with ethyl acetate (1.0 L) and washed with brine (750 mL). The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to get the crude material which was purified by column chromatography (silica gel 60-120 mesh, elution 1% EtOAc/Hexane) to get the pure compound 3 (106 g, 93%). TLC solvent system: Heptane, Product 0.5. 1H NMR (400 MHz, DMSO-d6) delta 7.51-7.37 (m, 5H), 7.00-6.96 (m, 2H), 3.78 (s, 3H).

Statistics shows that 2-Bromo-4-methoxy-1-methylbenzene is playing an increasingly important role. we look forward to future research findings about 36942-56-0.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
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. 886762-08-9, name is 5-Bromo-2-(trifluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 5-Bromo-2-(trifluoromethoxy)aniline

General procedure: A solution of substituted anilines (12.4 mmol) dissolved in 30 mL anhydrous THF was added very slowly into a stirred solution of triphosgene (1.40 g, 4.80 mmol) in 20 mL of THF. After stirringfor 15 min, triethylamine (2.90 mL, 20.6 mmol) was then added slowly to the reaction mixture. Stirring was continued for 20 min, various aromatic heterocyclic amines (12.0 mmol) in anhydrous THF (20 mL) was added directly to the above residue. After completion of the action, the reaction was quenched with dilute NaHCO3 and the solvent was subsequently removed in vacuo and extracted with ethyl acetate (3 30 mL). The organic layer was washed with water and brine, and dried over Na2SO4. After filtration and concentration in vacuo, the residues was purified by silicagel flash chromatography (PE/AcOEt = 5:1) gave as white solid (3a-3h) (yield: 30-50%).

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 886762-08-9.

Reference:
Article; Shan, Yuanyuan; Wang, Chen; Zhang, Lin; Wang, Jinfeng; Wang, Maoyi; Dong, Yalin; Bioorganic and Medicinal Chemistry; vol. 24; 4; (2016); p. 750 – 758;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 22094-18-4, name is 1,3-Dibromo-2,2-dimethoxypropane, molecular formula is C5H10Br2O2, 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. Formula: C5H10Br2O2

3 ,3 -dimethoxy- 1 – [4-(trifluoromethoxy)phenyl]cyclobutanecarboxamide [1291] 2-[4-(Trifluoromethoxy)phenyl]acetonitrile (7.86 mL, 50 mmol), 1,3- dibromo-2,2-dimethoxypropane (13.10 g, 50.0 mmol), and sodium tert-butoxide (10.57 g, 1 10 mmol) were dissolved in DMSO (100 mL) and water (5 mL), and the mixture was heated for 1 hour at 125 C. The reaction was cooled to ambient temperature and stirred overnight. The reaction mixture was diluted with water and extracted three times with diethyl ether. The combined organic layers were washed with brine, dried with MgS04, filtered, and concentrated to give the title compound (17.02 g, 53.3 mmol, 107% yield). MS (DCI+): m/z 320.1 (M+H), 337.1 (M+NH4). XH NMR (300 MHz, DMSO-d6) ? 7.44 (d, J= 8.8 Hz, 2H), 7.34 (s, 1H), 7.31 (d, J= 8.8 Hz, 2H), 6.90 (s, 1H), 3.05 (s, 3H), 3.02 – 2.93 (m, 5H), 2.41 (d, J= 13.4 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 22094-18-4, its application will become more common.

Reference:
Patent; ABBVIE INC.; BAYBURT, Erol K.; CLAPHAM, Bruce; COX, Phil B.; DAANEN, Jerome F.; GOMTSYAN, Arthur; KORT, Michael E.; KYM, Philip R.; VOIGHT, Eric A.; SCHMIDT, Robert G.; DART, Michael J.; GFESSER, Gregory; WO2013/62964; (2013); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 2674-34-2, 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. 2674-34-2, name is 1,4-Dibromo-2,5-dimethoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a freshly prepared solution of PdNPs (10 mL, 0.02 mmol), required amount of K2CO3 (2 mmol) was added followed by aryldihalides/ arylhalide (1 mmol) and arylboronic acid (3 mmol)/diboronic acid (0.75 mmol). Then, the reaction mixture was stirred at room temperature in open atmosphere. The reaction was monitored by TLC and was stopped after the complete consumption of starting material. The desired product got precipitated out which was separated by filtration and extracted with chloroform. The chloroform layer was evaporated to get the terphenyl in pure state.

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, 1,4-Dibromo-2,5-dimethoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mandali, Pavan Kumar; Chand, Dillip Kumar; Catalysis Communications; vol. 31; (2013); p. 16 – 20;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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.

General procedure: To a stirred solution of 22 (30 mg, 0.081 mmol) in DMF (3 mL) were added K2CO3 (170 mg, 1.20 mmol), NaI (180 mg, 1.20 mmol) and 2-bromoethyl methyl ether (75 muL, 0.81 mmol), and stirred at 100 C under an Ar atmosphere. After 3 h with stirring, the reaction mixture was evaporated in vacuo. The resulting mixture was basified (pH 9) with saturated NaHCO3 aqueous solution and extracted with CHCl3 three times. The combined organic extracts were washed with brine, dried over Na2SO4, and evaporated in vacuo. The residue was purified by preparative TLC (CHCl3/MeOH = 10:1) to give 26 (27 mg, 77%) as a colorless oil.

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:
Article; Nemoto, Toru; Ida, Yoshihiro; Iihara, Yusuke; Nakajima, Ryo; Hirayama, Shigeto; Iwai, Takashi; Fujii, Hideaki; Nagase, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 21; 24; (2013); p. 7628 – 7647;,
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. 111-95-5, name is Bis(2-methoxyethyl)amine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 111-95-5

Into a 10-mL vial, was placed a solution of bis(2-methoxyethyl)amine (285.6 mg, 2.15 mmol, 3.00 equiv) in N,N-dimethylformamide (3 mL), and N,N-diisopropylethylamine (277 mg, 2.14 mmol, 2.99 equiv). This was followed by the addition of a solution of N-(3-(trifluoromethyl)benzyl)-2-(5-fluoro-2-nitrophenyl)isonicotinamide (300 mg, 0.72 mmol, 1.00 equiv) in N,N-dimethylformamide (2 mL). The resulting solution was stirred for 48 h at 80 C. in an oil bath. The reaction progress was monitored by LCMS. The resulting solution was diluted with 50 mL of water. The resulting solution was extracted with 3*50 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 2*70 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1:5?1). The product was obtained as 270 mg (71%) of a yellow to green oil.

According to the analysis of related databases, 111-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ardelyx, Inc.; Lewis, Jason G.; Jacobs, Jeffrey W.; Reich, Nicholas; Leadbetter, Michael R.; Bell, Noah; Chang, Han-Ting; Chen, Tao; Navre, Marc; Charmot, Dominique; Carreras, Christopher; Labonte, Eric; (323 pag.)US9301951; (2016); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem