Category: ethers-buliding-blocks

Related Products of 36449-75-9, 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. 36449-75-9, name is 1-(2-Bromoethyl)-2-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 25-mL round-bottom flask, were introduced compound 4.7 (450 mg, 1.25 mmol, 1.00 equiv), l-(2-bromoethyl)-2-methoxybenzene (400 mg, 1.86 mmol, 1.50 equiv), N,N-dimethylformamide (4 mL) and K2CO3 (260 mg, 1.87 mmol, 1.50 equiv). Reaction was stirred for 10 h at 80C and then quenched by the addition of 5 mL of water. The resulting solution was extracted with 3×10 mL of ethyl acetate and the organic layers combined and concentrated under vacuum. The crude was purified by re-crystallization from ethyl ether to provide 450 mg (73%) of compound 4.8 as an off-white solid.

The synthetic route of 1-(2-Bromoethyl)-2-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NIMBUS APOLLO, INC.; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; BORG, George; MASSE, Craig E.; WO2014/182943; (2014); A1;,
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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. 14804-31-0, name is 4-Bromo-1-methoxy-2-methylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Bromo-1-methoxy-2-methylbenzene

4-[1-(3-Bromo-phenyl)-vinyl]-1-methoxy-2-methyl-benzene Tetrahydrofuran (5 mL) was added to magnesium turnings (330 mg, 13.56 mmol) in a dried apparatus consisting of 250 mL 3-necked flask, addition funnel and reflux condenser. Then 5 mL of a solution of 4-bromo-2-methylanisole (2.5 g, 12.43 mmol) in tetrahydrofuran (15 mL) was added, followed by a drop of bromine. The exothermic reaction started instantaneously, and the 4-bromo-2-methylanisole solution was added at such a rate to maintain gentle reflux of the reaction mixture (25 min). After complete addition, the light-brown hazy Grignard solution was stirred for another 2 h at 40 C. The mixture was then cooled to 0 C. and a solution of 3-bromoacetophenone (1.42 mL, 11.3 mmol) in tetrahydrofuran (15 mL) was added dropwise over 30 min. After the addition was complete, the mixture was stirred overnight, followed by cooling in an ice bath and careful quenching with 0.5 N cold HCl. After further dilution with ethyl acetate (100 mL) and water (100 mL), the layers were separated and the aqueous layer extracted once more with ethyl acetate (50 mL). The organic layer was dried (magnesium sulfate), filtered and evaporated under reduced pressure. The residual material (tertiary alcohol) was dissolved in a mixture of acetic acid/sulfuric acid (4 mL of acetic acid, 0.12 mL of sulfuric acid) and the reaction mixture was stirred for 3 h at room temperature; then it was examined by LC-MS which showed the complete formation of desired product. The solution was quenched with ice and dichloromethane (20 mL) was added. The two phases formed and were separated. The organic layer was washed with a saturated solution of sodium bicarbonate and brine. It was then dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. Crude was purified by flash chromatography eluding with cyclohexane. 1.9 g of desired product was obtained as colorless oil (Yield: 55%). Mass (calculated) C16H15BrO [303] M-H+ not observed LC Rt=3.05 min (5 min method) 1H-NMR (CDCl3): 2.23 (s, 3H); 3.86 (s, 3H); 5.35 (s, 1H); 5.43 (s, 1H); 6.80 (m, 1H); 7.13 (m, 2H); 7.21 (m, 1H); 7.28 (m, 1H); 7.46 (m, 1H); 7.53 (m, 1H)

The synthetic route of 14804-31-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Andreini, Matteo; Gabellieri, Emanuele; Guba, Wolfgang; Marconi, Guido; Narquizian, Robert; Power, Eoin; Travagli, Massimiliano; Woltering, Thomas; Wostl, Wolfgang; US2009/209529; (2009); A1;,
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Related Products of 89521-55-1, These common heterocyclic compound, 89521-55-1, name is 3-(Benzyloxy)benzene-1,2-diamine, 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 stirred solution of 3-(benzyloxy)benzene-1,2-diamine 4g (4.67 mmol) in xylenes (10 mL), 2-(4-hydroxyphenyl) acetic acid (9.34 mmol) and boric acid (0.46 mmol) were added. The resulting solution was refluxed for 48 h. After cooling to room temperature, the reaction was concentrated under reduced pressure and diluted with EtOAc. The organic phase was washed with saturated NaHCO3 solution, dried over anhydrous Na2SO4 and then concentrated under reduced pressure. The residue was purified by flash silica gel (230-400 mesh) column chromatography to afford the title compounds 6g. Yield 22%; White solid; mp 105-109 C; IR (neat) 3400-2600 (br., peak), 2921, 2850, 1594, 1515, 1442, 1245, 1172,1098, 1022, 837, 784, 732; 1H NMR (300 MHz, Methanol-d4) delta 7.46-7.57 (m, 2H), 7.26-7.40 (m, 3H), 7.06-7.14 (m,4H), 6.75-6.80 (m, 1H), 6.68-6.74 (m, 2H), 5.23 (s, 2H),4.08 (s, 2H); 13C NMR (100 MHz, Methanol-d4) delta 157.7,155.3, 149.1, 138.9, 131.0, 129.7, 129.4, 129.2, 129.1,124.1, 116.8, 116.7, 108.8, 105.7, 71.6, 35.2; HRMS (ESI) Calcd for C21H18N2O2 [M + H]+ 331.1446, found 331.1471.

The synthetic route of 89521-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Boggu, Pulla Reddy; Venkateswararao, Eeda; Manickam, Manoj; Kim, Youngsoo; Jung, Sang-Hun; Archives of Pharmacal Research; vol. 40; 4; (2017); p. 469 – 479;,
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Adding a certain compound to certain chemical reactions, such as: 107622-80-0, name is (4-Phenoxyphenyl)methanamine, 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 107622-80-0, Computed Properties of C13H13NO

A mixture of ethyl 5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazole-2-carboxylate (0.3003 g, 0.990 mmol) and 4-phenoxybenzylamine (0.5922 g, 2.97 mmol) in ethanol (10 mL) was stirred at 80 C. under nitrogen for 2 d. The mixture was partitioned between dilute aqueous HCl (50 mL) and ethyl acetate (75 mL). The aqueous layer was extracted further with ethyl acetate (50 mL) and the combined extracts were washed with brine (30 mL), dried (MgSO4) and evaporated. The residue was purified by flash chromatography (silica gel, 2% MeOH/CH2Cl2) to give 0.4235 g (94%) of the title compound as a white solid.

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:
Patent; Institute for OneWorld Health; US2010/267725; (2010); A1;,
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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. 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1,1-Di-tert-butoxy-N,N-dimethylmethanamine

Following the general procedure of Tagat (Tagat, J.R.; McCombie, S.W.; Nazareno, D.V.;Boyle, CD.; Kozlowski, J.A.; Chackalamannil, S.; Josien, H.; Wang, Y.; Zhou, G. J. Org. Chem. 2002, 67, 1171-77), a suspension of the bromo acid x (3.0 g, 12.0 mmol) in toluene (18 mL) was heated at 80 0C. To this reaction mixture was added dropwise N,N- dimethylformamide i-tert-butyl acetal (10.0 mL, 42 mmol), and the resulting mixture was heated for an additional 30 min. It was cooled to it, washed with water, saturated aqueous NaHCO3, brine, dried (Na2SO4), filtered, and concentrated in vacuo to afford 2.87 g (78%) of f-butyl ester k_l as a yellow oil, which was carried on without further purification.

The synthetic route of 36805-97-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; WO2006/69063; (2006); A1;,
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Electric Literature of 36805-97-7, These common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, 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) 2,6-Dichloro-isonicotinic acid (11.2 g, 57.1 mmol) is suspended in toluene (150 mL) at 80 C. and then treated with N,N-dimethylformamide di-tert.-butyl acetal (50 mL, 209 mmol). The dark mixture is stirred at 80 C. for 12 h, then at rt for 16 h. The dark solution is diluted with diethyl ether (400 mL), washed with sat. aq. NaHCO3 solution (3*100 mL), dried over Na2SO4, filtered and concentrated. The crude product is purified by MPLC on silica gel eluting with a gradient of EA in heptane to give 2,6-dichloro-isonicotinic acid tert.-butyl ester (14.2 g) as a brownish oil which slowly solidifies; LC-MS: tR=1.05 min; 1H NMR (D6-DMSO): delta 1.56 (s, 9H), 7.85 (s, 2H).

The synthetic route of 36805-97-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Mueller, Claus; Nayler, Oliver; Steiner, Beat; Velker, Jorg; US2011/212998; (2011); A1;,
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Reference of 107622-80-0,Some common heterocyclic compound, 107622-80-0, name is (4-Phenoxyphenyl)methanamine, molecular formula is C13H13NO, 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.

General procedure: The appropriate pyrazole (1.0 equiv) was treated with phosgene (10equiv, 20% in toluene) at 0 C. The reaction mixture was stirred at roomtemperature for 1 h. The solvent was removed under reduced pressureand the crude carbamoyl chloride was dissolved in anhydrous CH2Cl2(0.5 M). The appropriate amine (1.0 equiv) or alcohol (1 equiv) andEt3N (1.2 equiv) were dissolved in CH2Cl2 (0.5 M) and cooled to 0 C.The crude carbamoyl chloride was added dropwise and the reactionmixture was stirred at room temperature for 16 h. The mixture wasdiluted with EtOAc, washed with saturated aqueous NaCl, and driedover Na2SO4. Evaporation under reduced pressure yielded the crudecoupling product that was purified by flash chromatography (SiO2).

The synthetic route of 107622-80-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Otrubova, Katerina; Chatterjee, Shreyosree; Ghimire, Srijana; Cravatt, Benjamin F.; Boger, Dale L.; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1693 – 1703;,
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Application of 60789-54-0, 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 60789-54-0 as follows.

Norspermidine (20) was reacted with benzyl 4-bromobutyl ether (21,1. 2 equiv) over a day at room temperature in the presence of 1.4 equivalents of cesium hydroxide monohydrate and 4 A molecular sieves in DMF to give 22. The amino groups were protected using di (t-butyl) dicarbonate in aqueous tetrahydrofuran (THF) to give 23. Calcium in ammonia and THF efficiently generated alcohol 24.

According to the analysis of related databases, 60789-54-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2005/23310; (2005); A2;,
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Adding a certain compound to certain chemical reactions, such as: 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, 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 1462-37-9, Quality Control of ((2-Bromoethoxy)methyl)benzene

To a suspension of NaH (688 mg, 27.8 mmol) in THF (80 mL) was added diethyl malonate (7.45 g, 46.5 mmol) dropwise. Then ((2-bromoethoxy)methyl)benzene (5 g, 23.2 mmol) was added. The reaction was heated to 90 ¡ãC for 5 hours. After cooling to room temperature, the mixture was diluted with EtOAc (50 mL), washed with water (50 mL x 2), dried over anhydrous Na2S04 and concentrated under vacuum. The crude residue was purified by silica gel chromatography eluting with a gradient of 10percent – 30percent EtOAc/hexanes to afford diethyl 2-(2-(benzyloxy)ethyl)malonate (6.6 g, 22.5 mmol, 81percent yield) as a colorless oil.

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, ((2-Bromoethoxy)methyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Jinhua; DING, Charles Z.; DRAGOVICH, Peter; FAUBER, Benjamin; GAO, Zhenting; LABADIE, Sharada; LAI, Kwong Wah; PURKEY, Hans Edward; ROBARGE, Kirk; WEI, Binqing; ZHOU, Aihe; WO2015/140133; (2015); 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. 450-91-9, name is 4-Fluoro-2-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 450-91-9

A solution of 4-fluoro-2-(methyloxy)aniline (Heterocycles 1992, 34, 2301-2311) (5.6 g, 40 mmol) and triethylamine (6.9 ml, 50 mmol) in dichloromethane (200 ml) at 0¡ãC was treated with acetyl chloride (2.85 ml, 40 mmol). After stirring at room temperature for 1 hour the solution was washed with 2N hydrochloric acid. The organic phase was separated, washed with water and brine then dried over anhydrous magnesium sulfate and concentrated in vacua. The residue was purified by chromatography on silica gel (1:5 to 1:2 ethyl acetate in dichloromethane) to affordthe title compound. MS (ES+) m/e 184 [M+H]+.

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 450-91-9.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/10629; (2006); A1;,
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