Author: Jessica.F

Synthetic Route of 887267-47-2, 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. 887267-47-2, name is 2-Bromo-5-(trifluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

An aqueous solution of NaOH (10.2 g, 254 mmol in 20 mL water) was added to a solution of Preparation 67A in t-butanol (100 mL). Next, a solution of di- tert-butyldicarbonate (60.1 mL, 254 mmol) in t-butanol was added at room temperature and the resulting mixture was stirred for 4 days. The reaction mixture became a suspension and was filtered. The residue was washed with a small amount of water. The filtrate was concentrated to half its volume and then extracted with EtOAc (2 x 200 mL). The organic layer was washed with brine solution and dried over anhydrous Na2SO4. Removal of solvent in vacuo gave Preparation 67B (31.0 g) as a white solid.

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-5-(trifluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/3077; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 10075-63-5, name is 1,5-Dimethoxynaphthalene, 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 10075-63-5, Safety of 1,5-Dimethoxynaphthalene

General procedure: To [Ir(COD)OMe]2 (7.3 mg, 11 mumol) and 4,4′-di-tert-butyl-2,2′-bipyridine (7.0 mg, 26 mumol) in a flame-dried vial under nitrogen were added THF (0.7 mL), pinacolborane (0.18 mL, 1.24 mmol) and 1,4-dimethoxynaphthalene (7) (188 mg, 1.0 mmol). The mixture was stirred at 80 C for 24 h then filtered through Celite and concentrated in vacuo to afford crude pinacol ester 13 (100% conversion by 1H NMR) that was used directly in the next step.

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, 1,5-Dimethoxynaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hume, Paul; Furkert, Daniel P.; Brimble, Margaret A.; Tetrahedron Letters; vol. 53; 29; (2012); p. 3771 – 3773;,
Ether – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 15799-79-8, name is 3-Methoxy-N,N-dimethylaniline, 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 15799-79-8, Formula: C9H13NO

[0086] (R)-3-(4-Dimethylamino-2-methoxy-phenyl)-butyraldehyde (Table 1, entry 1). To a 2-dram vial equipped with a magnetic stir bar was added (2S,5S)-5-benzyl-2-tert-butyl-3-methylimidazolidin-4-one (12.3 mg, 0.050 mmol, 0.100 equiv), CH2Cl2 (0.50 ml), HCl (as a 4N solution in 1,4-dioxane, 12.5 uL, 0.050 mmol, 0.100 equiv), and N,N-dimethyl-m-anisidine (73.3 uL, 0.500 mmol, 1.00 equiv). The solution was cooled to -40o C. before crotonaldehyde (124 uL, 1.50 mmol, 3.00 equiv) was added. After 36 h, the reaction mixture was subjected directly to silica gel chromatography. Elution with 20% EtOAc in hexanes followed by concentration and removal of residual crotonaldehyde under vacuum afforded the product as a colorless oil in 86% yield (94.9 mg, 0.429 mmol); 89% ee. IR (film) 2958, 2874, 2834, 2719, 1721, 1615, 1568, 1516, 1462, 1441, 1352, 1238, 1133, 1034, 979.6, 814.0 cm-1; 1H NMR (300 MHz, CDCl3) ?9.67 (t, J=2.7 Hz, 1H, CHO), 7.03 (d, J=8.2 Hz, 1H, ArH), 6.31 (dd, J=2.5, 8.2 Hz, 1H, ArH), 6.27 (d, J=2.5 Hz, 1H, ArH), 3.83 (s, 3H, OCH3), 3.63 (dq, J=7.1, 7.1 Hz, 1H, ArCH), 2.94 (s, 6H, N(CH3)2), 2.68 (ddd, J=2.5, 6.9, 15.9 Hz, 1H, CH2CO), 2.55 (ddd, J=2.8, 7.7, 15.9 Hz, 1H, CH2CO), 1.27 (d, 3H, CHCH3); 13C NMR (75 MHz, CDCl3) ?203.7, 157.8, 150.9, 127.5, 121.7, 15.1, 96.6, 55.4, 51.2, 41.0, 27.6, 20.9. HRMS (CI) exact mass calcd for (C13H19NO2) requires m/z 222.1494 for [M+H]+, found m/z 222.1497. [?]D=-9.5 (c=1.0, CHCl3). The enantiomeric ratio of the product was determined by HPLC analysis of the corresponding alcohol (obtained by NaBH4 reduction) using a Chiracel AD and AD guard column (3.0% ethanol/hexanes, 1 mL/min); S isomer tr=21.6 min, R isomer tr=23.1 min.

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; MacMillan, David W.C.; Paras, Nick A.; US2003/236438; (2003); 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. 17600-72-5, name is 1-Ethoxy-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Ethoxy-2-methoxybenzene

A 2-way cock with a septum at the tip was attached to a recovery flask containing o-ethoxymethoxybenzene (150 mg, 0.98 mmol) and dried by allowing to stand overnight under reduced pressure in the presence of diphosphorus pentoxide, It was returned to atmospheric pressure with nitrogen. After reducing the pressure with a diaphragm pump again, hydrogen iodide gas (127 mg, 0.99 mmol) was introduced from the septum using a 50 mL syringe and returned to atmospheric pressure by filling with nitrogen and then allowed to stand at 25 C. for 48 hours I put it. After the reaction, the mixture was reduced in pressure by a diaphragm pump to obtain a mixture (139.0 mg) of o-ethoxyphenol, o-methoxyphenol and o-ethoxymethoxybenzene. The yield was determined to be 77%: 9%: 14% o-ethoxyphenol: o-methoxyphenol: o-ethoxymethoxybenzene from the integration ratio of 1 H-NMR using phenanthrene as an internal standard.

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 17600-72-5.

Reference:
Patent; Chiba University; Godo Shigen Co., Ltd; Matsumoto, Shoji; Akazome, Motohiro; Otani, Yasuhiko; (14 pag.)JP5725506; (2015); B2;,
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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. 121588-79-2, name is trans-4-Methoxycyclohexanamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: trans-4-Methoxycyclohexanamine

4.71 g (10 mmol) of compound VII was dissolved in 20 ml of 1,4-dioxane.Add to the solution1.937 g (15 mmol) of trans-4-methoxycyclohexylamine and 0.12 ml of glacial acetic acid,The mixture was heated to reflux for 15 hours, and the reaction mixture was concentrated under reduced pressure, and then evaporated,The solid was dispersed, suction filtered, and the filter cake was washed with 10 ml of ethanol and dried.Crude4.62g,The yield was 78.4%.

According to the analysis of related databases, 121588-79-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Concorde Pharmaceutical Er Factory; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Zhang Dongfeng; Huang Haihong; Li Chun; Yin Dali; Lin Ziyun; Ma Chen; Wang Mijuan; Zhang Meng; Lan Pei; Zhao Limin; (11 pag.)CN109748903; (2019); A;,
Ether – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 887267-47-2, name is 2-Bromo-5-(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 887267-47-2, Computed Properties of C7H5BrF3NO

To a solution of 2-bromo-5-(trifluoromethoxy)benzenamine (1.0 g, 3.9 mmol) in 20 mL of tetrahydrofuran were added /V,//-dimethylpyridin-4-amine (50 mg, 0.4 mmol), and di-tert-butyl dicarbonate (2.55 g,11.7 mmol). The resulting mixture was stirred at reflux for overnight. After cooled to room temperature, the solvent was removed in vacuo and the residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 10: 1) to give 1.4 g (80%) of the product as a white solid. MS (ESIpos): m/z = 456 (M+H)+; LC-MS [Method 2] : R, = 1.07 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-(trifluoromethoxy)aniline, and friends who are interested can also refer to it.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; NGUYEN, Duy; WORTMANN, Lars; FARIA ALVARES DE LEMOS, Adelaide, Clara; BOeMER, Ulf; SUeLZLE, Detlev; HOLTON, Simon; LECHNER, Christian; (147 pag.)WO2019/170543; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 887267-47-2, The chemical industry reduces the impact on the environment during synthesis 887267-47-2, name is 2-Bromo-5-(trifluoromethoxy)aniline, I believe this compound will play a more active role in future production and life.

The aryl halide (e.g., 1.00 mmol), triethylamine (e.g., 2.00 mmol) and P(o-tol)3 (e.g., 0.30 mmol) were dissolved in acetonitrile (e.g., 0.5 M) in a glass pressure tube and nitrogen gas was bubbled through the solution via a gas dispersion tube for 10 minutes. Ethyl acrylate (e.g., 1.25 mmol) and palladium acetate (e.g., 0.10 mmol) were added to the reaction mixture and the tube was sealed and placed into an oil bath pre-heated to about 120 0C for about 18 h. The resulting solution was concentrated under vacuum and purified (e.g., silica gel column).The title compound was prepared from 2-bromo-5-(trifluoromethoxy)aniline according to protocol M. Retention time (min) = 2.693, method [1], MS(ESI) 276.1 (M+Eta).

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-5-(trifluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; SHAM, Hing, L.; KONRADI, Andrei, W.; HOM, Roy, K.; PROBST, Gary, D.; BOWERS, Simeon; TRUONG, Anh; NEITZ, R., Jeffrey; SEALY, Jennifer; TOTH, Gergely; WO2010/91310; (2010); 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. 456-55-3, name is (Trifluoromethoxy)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H5F3O

EXAMPLE 2 4-Trifluoromethoxy-alpha,alpha,alpha-trifluoroacetophenone was prepared from 4-bronotrifluoromethoxybenzene by a procedure similar to that described in Example 1. 4-Bromotrifluoromethoxybenzene may be prepared from trifluoromethoxybenzene by the process described in the Journal of Organic Chemistry, 29, 1, (1964). Boiling point: 164-166 C. (atmosphere pressure). 1 H NMR (CDCl3)delta (ppm): 7.35, 8.14 (4H,d), 19 F NMR (CDCl3)delta (ppm relative to CFCl3): -58.1 (s) CF3 O. -72.1 (s) CF3.

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; Imperial Chemical Industries PLC; US4891450; (1990); A;,
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. 38603-09-7, name is 1,3-dibromo-2-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1,3-dibromo-2-methoxybenzene

To a THF solution of 2,6-dibromoanisole (10 g, 37.6 mmol) was added Mg (0.90 g, 37.6 mmol), and the mixture was heated and stirred at 40C. Under ice-cooling, n-heptanal (47.2 g, 41.3 mmol) was added dropwise. Aqueous hydrochloric acid solution was added to the reaction mixture, this was extracted with ethyl acetate, and the solvent was distilled off to obtain 8.95 g of a compound (1). NMR (CDCl3) delta ppm: 7.45 – 7.48 (m, 1H), 7.35 – 7.38 (m ,1H), 7.01 (t, 1H, 8.1 Hz), 4.96 – 5.00 (m, 1H), 3.88 (s, 3H), 1.70 – 1.80 (m, 2H), 1.25 – 1.63 (m ,8H), 0.85 – 0.90 (m, 3H)

The synthetic route of 38603-09-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi&Co., Ltd.; EP2184279; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 38603-09-7, A common heterocyclic compound, 38603-09-7, name is 1,3-dibromo-2-methoxybenzene, molecular formula is C7H6Br2O, 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 21 Preparation of (3-Bromo-2-methoxyphenyl)-(2-methoxyphenyl)methanol 2,6-Dibromoanisole (138.0 g, 0.51 mol) was dissolved in 750 ml of tetrahydrofuran and the solution cooled to -63 C. Butyl lithium (319 ml of 1.6 M, 0.51 mol) was added slowly with stirring and the mixture stirred at -60 C. for 4.5 hours and then 69.4 g (0.51 mol) of o-anisaldehyde in 250 ml of tetrahydrofuran was added slowly with stirring and the mixture allowed to stir cold for 1 hour. The mixture was allowed to warm to ambient temperature and was then poured into a mixture of ice and saturated aqueous ammonium chloride. The resulting mixture was extracted with ether and the ether extract dried over magnesium sulfate and then concentrated by evaporation under reduced pressure to obtain the title compound. This was purified by preparative liquid chromatography eluding with a 5:95 mixture of ethyl acetate and hexane to obtain 44.6 g (24 percent of theory) of material having a proton nmr spectrum consistent with the assigned structure.

The synthetic route of 38603-09-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US4979978; (1990); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem