Ethers-buliding-blocks

Related Products of 202865-80-3, A common heterocyclic compound, 202865-80-3, name is 4-Bromo-2-fluoro-1-isopropoxybenzene, molecular formula is C9H10BrFO, 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-amino-5-ethyl-3-(4-methylphenoxy)pyrazine (55.0 mg, 0.240 mmol) and dioxane (1 mL) were added 4-bromo-2-fluoro-1-isopropoxybenzene (61 mg, 0.26 mmol), tris(dibenzylideneacetone)(0) (2.8 mg, 0.0030 mmol), 4,5-bis(diphenylphosphine)-9,9-dimethylxanthene (4.2 mg, 0.0072 mmol) and sodium phenoxide trihydrate (61 mg, 0.36 mmol), and the resulting mixture was heated at reflux for 4 hours. To the reaction mixture was added saturated aqueous sodium bicarbonate, and the mixture was extracted with ethyl acetate. The extract was washed by brine, dried over anhydrous sodium sulphate, and concentrated in vacuo. The resulting residue was purified by reversed-phase HPLC (0.3% formic acid/acetonitrile) to give 5-ethyl-2-(3-fluoro-4-isopropoxyphenylamino)-3-(4-methylphenoxy)pyrazine (17 mg, Yield: 18%) as pale brown solid. 1H-NMR (delta ppm TMS/DMSO-d6): 1.05 (3H, t, J=7.5 Hz), 1.26 (6H, d, J=5.8 Hz), 2.33 (3H, s), 2.44 (2H, q, J=7.5 Hz), 4.45-4.52 (1H, m), 705-7.17 (3H, m), 725 (2H, d, J=8.6 Hz), 7.55-7.61 (1H, m), 7.69 (1H, s), 7.85-7.91 (1H, m), 8.93 (1H, s).

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; SHIONOGI & CO., LTD.; Kai, Hiroyuki; Endoh, Takeshi; Jikihara, Sae; Horiguchi, Tohru; US9212130; (2015); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 19500-02-8, 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 19500-02-8 as follows.

Step 3: synthesis of (2-amino-4-methoxy-3-methylphenyl)(methyl)ketone (4). A solution Of BCl3 (1.0 M, 200 mL, 200 mmol) in CH2Cl2 was slowly added under nitrogen to a solution of 3-methoxy-2-methylaniline (26.0 g, 190 mmol) in xylene (400 mL). The temperature was monitored during the addition and was kept below 100C. The reaction mixture was stirred at 5°C for 0.5 h. Then, dry acetonitrile (13 mL, 246 mmol) was added at 5°C. After 0.5 h at 5°C, the solution was transferred into a dropping funnel and slowly added at 5°C to a suspension OfAlCl3 (26.7 g, 200 mmol) in CH2Cl2 (150 mL). After 45 min at 5°C, the reaction mixture was heated at 700C under a nitrogen stream. After evaporation Of CH2Cl2, the temperature of the reaction mixture reached 65°C. After 12 h at 65°C, the reaction mixture was cooled at 00C, poured onto ice (300 g), and slowly heated to reflux for 7h. After 2 days at room temperature, 6 N NaOH (50 mL) was added. The pH of the resulting solution was 2-3. The xylene layer was decanted. The organic layer was extracted with CH2Cl2. The xylene and CH2Cl2 layers were combined, successively washed with water, IN NaOH, and brine, dried (Na2SO4) and evaporated. The residue was triturated in diisopropyl ether at O0C, filtered off and washed with diisopropylether to give 13.6 g (40 percent) of the title product as a yellowish solid: m/z = 180 (M+H)+.

According to the analysis of related databases, 19500-02-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2008/96002; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 1535-75-7, name is 2-(Trifluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-(Trifluoromethoxy)aniline

General procedure: Acetamides (1a-1x, 1ab, 1ac and 1ba-1bc). To a solution of 2-phenylacetic acid (7.0mmol), 2-(trifluoromethoxy)aniline (7.7mmol) in anhydrous CH2Cl2 (25mL) were added EDCI (1.745g, 9.1mmol) and DMAP (256.6mg, 2.1mmol). The reaction mixture was stirred at room temperature overnight, diluted with HCl (1M) aqueous solution, and extracted with CH2Cl2 (3×25mL). The combined organic phase was washed with saturated NaHCO3 aqueous solution and brine, dried over anhydrous Na2SO4, and concentrated under vacuum. Purification by flash chromatography (Silica gel, petroleum ether: ethyl acetate=50: 1 as eluent) gave the corresponding 2-phenyl-N-[2-(trifluoromethoxy)phenyl]acetamide compound.

The synthetic route of 1535-75-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhao, Xiao-Jing; Zhao, Jie; Sun, Xin; Liu, Ji-Kai; Wu, Bin; Tetrahedron; vol. 73; 25; (2017); p. 3463 – 3477;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 886762-08-9, name is 5-Bromo-2-(trifluoromethoxy)aniline, molecular formula is C7H5BrF3NO, 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: C7H5BrF3NO

b) 5-Bromo-2-trifluoromethoxyphenol A solution of 210 mmol of sodium nitrite in 120 ml of water is added dropwise to a suspension of 200 mmol of 5-bromo-2-trifluoromethoxyaniline in 500 ml of ethanol and 50 ml of conc. HCl at 0C. The reaction mixture is stirred at 5C for 1.5 hours. The reaction mixture is slowly added dropwise to a solution of 135 ml of conc. sulphuric acid in 2.8 l of water and stirred under reflux overnight. The reaction mixture is extracted with diethyl ether (3x) – the combined organic phases are washed with water and 1 M sodium bicarbonate solution and then extracted with 2N NaOH (2x). The combined aqueous phases are acidified with conc. HCl and extracted with diethyl ether (3x). The combined organic phases are washed with water, dried with sodium sulphate and evaporated. The crude title compound is obtained from the residue.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 886762-08-9, its application will become more common.

Reference:
Patent; Speedel Experimenta AG; EP1958666; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

588-96-5, name is p-Bromophenetole, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of p-Bromophenetole

General procedure: The Teflon-lined sealed tube (20 mL) was charged with a 1,4-dioxane solution of sodium fluoroalkoxide RFONa [freshly prepared from fluoroalkanol RFOH (3.3(n + 1) mmol) and Na (3.0 (n + 1) mmol) in 1,4-dioxane (5 mL)], unactivated arylbromide ArBrn (3.0 mmol), CuBr (0.3n mmol) and DMF (3.0n mmol). The sealed tube was heated to 110 C and stirred for 6 h. After the completion of reaction, the concentration of the mixture in vacuo gave a residue, to which was added methyl tert-butyl ether (MTBE, 20 mL) and diluted hydrochloric acid (10 mL, 1.0 mol/L). The organic phase was separated, and the aqueous phase was extracted with MTBE (10 mL 9 3). The combined organic layer was dried over anhydrous MgSO4, andthen concentrated in vacuo to supply a crude product. Lastly, the purification of the crude product provided the desired product via column chromatography on silica gel (eluents: petroleum ether/ethyl acetate 20:1).

The synthetic route of 588-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guo, Ying; Li, Yu-Dao; Chen, Cheng; Zhao, Jian-Hong; Liu, Hong-Wei; Liao, Dao-Hua; Ji, Ya-Fei; Research on Chemical Intermediates; vol. 42; 3; (2016); p. 2525 – 2537;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 10385-36-1, A common heterocyclic compound, 10385-36-1, name is 1-Bromo-2,3,4-trimethoxybenzene, molecular formula is C9H11BrO3, 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.

The title compound was prepared according to the procedure described for 10, starting from compound 19a. Colorless oil (crude). This was used in the next step without further purification

The synthetic route of 10385-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nakamura, Masaharu; Kajita, Daisuke; Matsumoto, Yotaro; Hashimoto, Yuichi; Bioorganic and Medicinal Chemistry; vol. 21; 23; (2013); p. 7381 – 7391;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 1579-40-4, name is Di-p-tolyl Ether, 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 1579-40-4, Computed Properties of C14H14O

EXAMPLE 3 By treating 4,4′-dimethyldiphenyl ether under the same reaction conditions as in Example 2 except that acetylacetone was not added, 1.3 g (6.8 m. moles) of 2.8-dimethyldibenzofuran was obtained and 0.36 g (0.9 m. mole) of the dimer also obtained.

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, Di-p-tolyl Ether, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UBE Industries, Ltd.; US4042603; (1977); A;,
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. 19500-02-8, name is 3-Methoxy-2-methylaniline, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

A solution of 3 -bromo- 1 -(5-bromo-6-methoxypyridin-2-yl)pyrrolidin-2-one (50mg, 0.143 mmol), 3-methoxy-2-methylaniline (98 mg, 0.7 14 mmol) and potassiumcarbonate (99 mg, 0.714 mmol) in THF (6 mL) and water (1.5 mL) was stirred at 95 °C for 24 h in a sealed tube. The mixture was cooled to RT, diluted with water (20 mL) and extracted with EtOAc (2 x 25 mL). The combined organic extracts were washed with 0.75 N HC1 solution (2 x 25 mL), water and brine, dried over Na2SO4 and concentrated.The crude product was purified by flash chromatography (5-10percent EtOAc in hexanegradient) to give 1 -(5-bromo-6-methoxypyridin-2-yl)-3 -((3-methoxy-2-methylphenyl)ammno)pyrrolidin-2-one (26 mg, 44percent yield) as an off-white solid. MS(ESI) m/z: 406.2(M+H) ?H NMR (400MHz, DMSO-d6) oe ppm 8.03 (d, J=8.5 Hz, 1 H), 7.87 (d, J=8.4Hz, 1 H), 6.97 (t, J=8.3 Hz, 1 H), 6.40 (d, J=8.5 Hz, 1 H), 6.34 (d, J8.0 Hz, 1 H), 5.06(d, J=7.5 Hz, 1 H), 4.58 – 4.48 (m, 1 H), 4.23 – 4.13 (m, 1 H), 3.95 (s, 3 H), 3.88 – 3.78(m, 1 H), 3.73 (s, 3 H), 2.63 – 2.54 (m, 1 H), 2.04 – 1.93 (m, 4 H).

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; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; BODAS, Mandar Shrikrishna; YADAV, Navnath Dnyanoba; PATIL, Sharanabasappa; RAO, Prasanna Savanor Maddu; THIYAGARAJAN, Kamalraj; MAISHAL, Tarun Kumar; (498 pag.)WO2016/144936; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 6943-97-1, These common heterocyclic compound, 6943-97-1, name is 1-(3-Bromopropyl)-3-methoxybenzene, 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.

Example 10.10: Intermediate 10.1.9: (S)-3 -tert-Butoxycarbonylamino- 1 , 1 -bis- [3 -(3 -methoxy-phenyl)-propyl] – piperidinium hydroxide Chiral (S)-Piperidin-3-yl-carbamic acid tert-butyl ester (2.72 g, 13.6 mmol) and l-(3-Bromo-propyl)-3-methoxy- benzene (6.6 g, 28.8 mmol), potassium carbonate (2.5 g, 18 mmol) and sodium iodide (4 g, 26.7 mmol) are dissolved in acetonitril (40 ml) and stirred at reflux for 1 day and the solvent is removed under vacuo. The residue is taken up in dichloromethane, filtered through a pad of silica, washed with a mixture of di- chloromethane:methanol: cone. ammonia = 4: 1 :0.1 and the filtrate is evaporated. LC (method L): tR = 1.30 min; Mass spectrum (ESI+): m/z = 497 [M]+.

Statistics shows that 1-(3-Bromopropyl)-3-methoxybenzene is playing an increasingly important role. we look forward to future research findings about 6943-97-1.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WIEDENMAYER, Dieter; HAMPRECHT, Dieter; HECKEL, Armin; WO2015/18754; (2015); A1;,
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. 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-(2-Chloroethoxy)acetic acid

I.1.4. 2-(1-Piperazinyl)ethoxyacetic Acid 8.6 g (0.1 mol) of piperazine, 17.7 g (0.1 mol) of piperazine dihydrochloride and 50 ml of water are introduced into a 100 ml three-necked round-bottomed flask fitted with a water-cooled condenser and a mechanical stirrer. The mixture is brought to a temperature of 70° C. 15.2 g of (2-chloroethoxy) acetic acid are then added dropwise over 15 minutes. The mixture is brought to a temperature of 80° C. with stirring and is maintained at this temperature for 27 hours. The mixture is allowed to cool to room temperature and the water is evaporated off under reduced pressure on a rotary evaporator. The evaporation residue is taken up in 50 ml of ethanol and maintained at 50° C. with stirring for 45 minutes. It is then placed in an ice bath and is stirred for 1 hour. The precipitate (piperazine dihydrochloride) formed is then filtered off and the solvents are evaporated off under reduced pressure on a rotary evaporator at 50° C. 22.4 g of a yellow oil are obtained. 10 g of this mixture are purified on 130 g of Amberlyte IRA-400 resin. Elution is carried out first with 600 ml of water and then with aqueous 0.5 M ammonium acetate solution. The fractions containing the 2-(1-piperazinyl)ethoxyacetic acid or its salt are combined and the water is removed therefrom under reduced pressure at 60° C. on a rotary evaporator. 18.2 g of a mixture containing white crystals and an oil are recovered. This mixture is taken up in 75 ml of isopropanol and the insoluble crystals are filtered off. The filtrate is acidified with 20 ml of a 9N solution of hydrochloric acid in ethanol. The precipitate formed is filtered off quickly, washed with isopropanol and dried on a rotary evaporator under reduced pressure at 50° C. 7.1 g of a white solid are obtained, which solid is purified by subliming the ammonium chloride salts (4 hours at 135° C. under 0.1 mbar and then 8 hours at 150° C. under 0.1 mbar). 1.4 g of 2-(1-piperazinyl)ethoxyacetic acid dihydrochloride are thus obtained. Yield: 12percent NMR: delta: 2.36 (2H, t, 4.8 Hz); 3.45 (4H, m); 3.53 (4H, m); 3.88 (2H, t, 4.8 Hz); 4.09 (2H, s); 10 (1H, bs). Mass spectrum: 189 (MH+)

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 14869-41-1.

Reference:
Patent; UCB, S.A.; US6140501; (2000); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem