Category: ethers-buliding-blocks

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. 538-86-3, name is (Methoxymethyl)benzene, A new synthetic method of this compound is introduced below., Recommanded Product: (Methoxymethyl)benzene

General procedure: TsNBr2 (98.7 mg, 0.30 mmol) was added in one portion to a stirred solution of ether (0.20 mmol) andK2CO3 (137.9 mg, 1.0 mmol) in DCM (2.0 mL). The mixture was stirred at 40 ¡ãC for 4 h, and thereaction mixture was cooled to room temperature. Then the reaction was quenched with sat. aqNa2SO3 (2.0 mL) and water (2.0 mL). The mixture was extracted with DCM (3 ¡Á 5.0 mL) and theextracts were combined, washed with brine (10.0 mL), dried over Na2SO4, filtered, and concentratedin vacuo. The residue was purified by flash column chromatography (silica gel, PE-EtOAc) to givethe corresponding product

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; Wang, Yuan-Yuan; Sun, Ming-Hui; Zeng, Ning-Ning; Chen, Jie; Zhou, Ling; Synlett; vol. 27; 9; (2016); p. 1438 – 1442;,
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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. 22236-08-4, name is 3-(Difluoromethoxy)aniline, A new synthetic method of this compound is introduced below., Computed Properties of C7H7F2NO

0.429 g of 3-(difluoromethoxy)-aniline (2.7 mmol) were dissolved in 5 mL of pyridine. 1 g of 4-methyl-3-[4-(2,2,2-trifluoro-acetyl)-piperazin-1-yl]-benzenesulfonylchloride (2.7 mmol) were added slowly at room temperature. After stirring for 16 h at room temperature, the reaction mixture was evaporated several times after addition of toluene. The residue was dissolved in dichloromethane and washed several times with 5% aqueous ammonium chloride. The organic phase was then washed with saturated aqueous sodium chloride, dried over sodium sulphate, filtered, and the solvent evaporated. The crude product was purified via silica gel chromatography using dichloromethane/methanol (0-5%) to yield 0.63 g of product.

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; ABBOTT GMBH &; CO. KG; ABBOTT LABORATORIES; HAUPT, Andreas; POHLKI, Frauke; DRESCHER, Karla; WICKE, Karsten; UNGER, Liliane; RELO, Ana-Lucia; BESPALOV, Anton; VOGG, Barbara; BACKFISCH, Gisela; DELZER, Juergen; ZHANG, Min; LAO, Yanbin; WO2010/125134; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1535-75-7, name is 2-(Trifluoromethoxy)aniline, 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 1535-75-7, SDS of cas: 1535-75-7

General procedure: To a solution of aldehyde 1 (1 mmol) in methanol, amine 2 (1 mmol), isocyanide 3 (1 mmol), and catalyst pTSIA (20 mol %) were added into a flask. Then the reaction mixture was stirred for 12-24 h at rt (monitored by TLC and LCMS until no further increase in the ratio of the desired product vs starting materials). After completion of reaction the solvent was removed under vacuum to get a crude residue. The crude residue was purified by silica gel column chromatography using (10-30%) ethylacetate-hexane to get the pure product 4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(Trifluoromethoxy)aniline, and friends who are interested can also refer to it.

Reference:
Article; Saha, Biswajit; Frett, Brendan; Wang, Yuanxiang; Li, Hong-Yu; Tetrahedron Letters; vol. 54; 19; (2013); p. 2340 – 2343;,
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Adding a certain compound to certain chemical reactions, such as: 36942-56-0, name is 2-Bromo-4-methoxy-1-methylbenzene, 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 36942-56-0, Safety of 2-Bromo-4-methoxy-1-methylbenzene

2-bromo-4-methoxytoluene (100 mg, 0.5 mmol),Carbon tetrabromide (16mg, 0.05mmol) was addedInto a reaction flask filled with oxygen,Plug in an oxygen balloon,Finally add 10ml of acetonitrile,Reaction at 400nm LED wavelength and room temperature for 60h,After the reaction, the solvent was distilled off under reduced pressure.Add excess 2mol / L sodium hydroxide solution for washing,Adjust the pH to about 10 ~ 11,The aqueous phase was extracted multiple times with ethyl acetate,Then add 2mol / L of dilute hydrochloric acid to the water phase,Adjust the pH to 1-2,The aqueous phase was extracted again with ethyl acetate several times,Evaporate the ethyl acetate and dry,That gives compound 13,The yield was 78.5%.

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-Bromo-4-methoxy-1-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang University of Technology; Li Xiaoqing; Zheng Kun; Xu Xiangsheng; (26 pag.)CN110563571; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 22094-18-4, name is 1,3-Dibromo-2,2-dimethoxypropane, 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 22094-18-4, Safety of 1,3-Dibromo-2,2-dimethoxypropane

To a stirred suspension of NaH (11.7 g, 293 mmol, 60% purity) in DMF (100 ml) was added diisopropylmalonic ester dropwise, keeping the temperature below 40 0C. The resulting mixture was stirred for 1 h at RT and then l,3-dibromo-2,2-dimethoxypropane (34.8 g, 133 mmol) was added in one portion. The resulting mixture was heated at 140 0C for 24 h and then cooled to RT. Saturated NH4Cl aqueous (400 ml) was added and the mixture extracted with hexane (2 x 190 ml). The combined organic phases were washed with H2O (2 x 250 ml) saturated NaHCO3 (2 x 250 ml), H2O (2 x 250 ml) and brine (250 ml). The organic phase was dried (Na2SO4), filtered and concentrated at reduced pressure to provide an orange oil. Purification by in vacuo distillation to remove excess of l,3-dibromo-2,2-dimethoxypropane (b.p. 60-62 0C, 0.1 mniHg) and diisopropylmalonic ester (b.p 78-80 0C, 0.1 mmHg) provided the title compound (20 g, 52%) as orange oil in the distillation flask. MS data: Calculated MH+ (289); Found 100% (MH+) m/z 289.NMR data: 1H NMR (360 MHz, CHLOROFORM- d) delta ppm 5.07 (2 H, spt, J=6.3 Hz), 3.16 (6 H, s), 2.70 (4 H, s), 1.24 (12 H, d, J=6.4 Hz).

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, 1,3-Dibromo-2,2-dimethoxypropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EVOTEC NEUROSCIENCES GMBH; WO2009/135842; (2009); A1;,
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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 450-88-4

Step B: 4-fluoro-2-methoxybenzonitrile: To a solution of 1-bromo-4-fluoro-2-methoxybenzene(25 g, 0.12 mol) in 250 mL ofDMF was added Zn(CN)2 (28.6 g, 0.240 mol) and Pd(PPh3)4 (7.05g, 6.10 mmol) at one portion and the reaction was charged with Ar and heated to 100 C for 10 hours. Then the reaction was poured into IL ofEtOAc and filtered through a kieselguhr pad.The filtrate was washed with water, brine, dried and concentrated to solid, which was purified bysilica gel column to give 4-fluoro-2-methoxybenzonitrile.

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; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
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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. 19056-41-8, name is 3-Bromo-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3-Bromo-4-methoxyaniline

Example 31 STR39 2-Bromo-1-methoxy-4-pentafluorophenylsulfonamidobenzene. 1 H NMR (CDCl3): 7.35(d, J=3 Hz, 1H), 7.15(dd, J=9 Hz, 3 Hz, 1H), 6.97 (s, 1H), 6.81(d, J=9 Hz, 1H), 3,88 ppm (s, 3H). EI m/z: 433(35, M+), 202(100). The compound was prepared by a protocol similar to that of example 1 by replacing N,N-dimethyl-1,4-phenyldiamine dihydrochloride with 3-bromo-4-methoxyaniline.

The synthetic route of 19056-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tularik Inc.; US5880151; (1999); A;,
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Electric Literature of 588-63-6,Some common heterocyclic compound, 588-63-6, name is (3-Bromopropoxy)benzene, molecular formula is C9H11BrO, 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 suspension of the phenoxypropyl bromide (44) (0.3 mL, 1.90 mmol, d=1.365), piperidone hydrochloride hydrate (0.44 g, 2.86 mmol), K2CO3 (1.05 g, 7.62 mmol), anhydrous Na2SO4 (0.54 g, 3.81 mmol) and KI (47 mg, 0.286 mmol) in MeCN (20 mL) was stirred at reflux conditions for 2.5 hrs. The mixture was cooled to RT, diluted with water and extracted with EA. The extract was dried over Na2SO4, filtered, concentrated and the residue was purified by flash column chromatography, eluent 5percent MeOH in EA, to afford title compound 45 (0.45 g, quant. yield) as oil. (0383) 1H NMR: 500 MHz, CDCl3, delta (ppm): 7.30-7.26 (m, 2H), 6.96-6.90 (m 3H), 4.06 (t, J=6.3 Hz, 2H), 2.78 (t, J=6.1 Hz, 4H), 2.66 (t, J=7.1 Hz, 2H), 2.46 (t, J=6.8 Hz, 4H), 2.04-1.99 (m, 2H). MS: 233.3 (calcd.), 234.1 (M+H+, found).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (3-Bromopropoxy)benzene, its application will become more common.

Reference:
Patent; Mirati Therapeutics, Inc.; Marx, Matthew Arnold; Vaisburg, Arkadii; Christensen, James Gail; Galemmo, JR., Robert Anthony; (91 pag.)US2017/183308; (2017); A1;,
Ether – Wikipedia,
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Related Products of 19056-40-7, A common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-methoxyaniline, molecular formula is C7H8BrNO, 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 4-bromo-3-methoxyaniline (10 g, 49.5 mmol) and malonic acid (5.15 g, 49.5 mmol) was added POCl3 (5.07 ml, 54.4 mmol) with thorough mixing, and it was then heated to 105¡ãC. After 5 minutes, the reaction began to bubble vigorously, and eventually formed a hard foam and heating was continued for 1 hour. After cooling, water (200 mL) was added, and the mixture was stirred for 30 minutes. The solid was filtered off and washed with water. To the solid was added 2N NaOH (300 mL) and stirring was continued overnight. The remaining solid was filtered off, and EtOH (5 mL) was then added to the filtrate and the basic layer acidified with concentrated HCl to peta 2. The resulting solid was then filtered off, washed with water. The solid was then transferred to a flask and the remaining water was removed by azeotroping with EtOH (200 mL x 2). The solid was then further dried under high vacuum for 15 h to yield 8.75 g of the title compound as an off-white solid. LRMS ESI+ (M+eta)+ Calcd 270.2 Found 272.2.

The synthetic route of 19056-40-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2008/57208; (2008); A2;,
Ether – Wikipedia,
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Application of 95970-08-4, 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 95970-08-4 as follows.

The product of the third step, 2,5-dibromoanisole 1080 g and DMF 5500 mL, was added to the reaction vessel.Stirring, control temperature was added to 688 g of aluminum trichloride in batches at 80-100 C. The GC tracks until the reaction is over.After the reaction was completed, dichloroethane and water were added, and the mixture was separated.The oil phase was washed with water and separated, and the obtained oil phase was desolvated to obtain a black solid 2,5-dibromophenol 548 g, a content of 98%, and a yield of 53.3%.

According to the analysis of related databases, 95970-08-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Changzhou University; Chen Xingquan; Dong Yanmin; (5 pag.)CN109320403; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem