Ethers-buliding-blocks

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. 3401-47-6, name is 1-Bromo-2-methoxynaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 3401-47-6

In a nitrogen filled glove box, aryl halide (0.5 mmol), if solid, boronic acid (0.75 mmol), KOH (1.0 mmol) and 4dIPr*oMe (0.005 mmol, 0.5 mol% or 0.01 mmol, 1.0 mol%) were added to a 1 dram vial equipped with a magnetic stir bar. Aryl chloride (0.5mmol), if liquid, was added by syringe, followed by THF (1 mL). The vial was sealed andstirred outside of the glove box at 80C for 12 hours. At this point, the vial was opened to air and diethyl ether (10 mL) and H20 (10 mL) were added to the reaction mixture. The aqueous phase was extracted with diethyl ether (3 x 10 mL). The combined organic phases were dried over MgSO4 and filtered. The supernatant was then passed through a pad of silica gel,followed by removal of the solvent under reduced pressure to give the organic product.?H NMR data for the following compounds were consistent with those published in Bastug & Nolan, 2014, Organometallics 33:1253-1258. Following General Procedure A, a mixture of 1-bromo-2-methoxynaphthalene (118 mg, 0.5 mmol), 2,3,5,6-tetramethylphenyl boronic acid (133 mg, 0.75 mmol), potassium hydroxide (56 mg, 1.0 mmol), 4dIPr*oMe (3.2 mg, 0.0025 mmol) and THF (1 mL) was stirred at 80C for 12 hours. The average of two runs provided a yield of 94% (136 mg).

The synthetic route of 3401-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YALE UNIVERSITY; HAZARI, Nilay; MELVIN, Patrick; HRUSZKEWYCZ, Damian; (92 pag.)WO2016/57600; (2016); A1;,
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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, Recommanded Product: 1579-40-4

To a stirred mixture of4′, 4′- dimethyldiphenylether (200 g; 1.01 mole), p-methybenzoic acid (154 g; 1.13 mole) and anhydrous zinc chloride (400 g; 2.94 mole) was added phosphorousoxy trichloride (300ml ; 3. 27 mole) slowly using an addition funnel. The reaction mixture was then slowly heated to95 C when the reaction starts and monitored by tlc. After the reaction is complete, ethyl acetate (500 ml) was added, followed by water (200 ml) slowly. An additional amount of water (2500 ml) was added at a faster rate. Stirred overnight at room temperature when solid comes out. It was filtered and recrystallized from methanol to afford the substituted pixyl alcohol product.

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Reference:
Patent; ISIS PHARMACEUTICALS, INC.; WO2005/49621; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 59557-91-4, name is 4-Bromo-2-methoxyaniline, 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 59557-91-4, Recommanded Product: 4-Bromo-2-methoxyaniline

4-Bromo-2-methoxy-aniline (20 g, 99 mmol) was dissolved in water (695 mL) and concentrated sulphuric acid (113 ML). The solution was cooled to 0 C and sodium nitrite (7.5 g, 109 mmol) dissolved in water (32 mL) was added and stirred for 1 hour at 5-10 C. POTASSIUM iodide (21.4g, 129 mmol) dissolved in water (100 mL) was added slowly whilst the mixture was virgorously stirred. After addition, the mixture was allowed to warm to room temperature. Ethyl acetate was added and the phases were separated. The aqueous phase was extracted with ethyl acetetate (3 X). The combined organic phases were then washed with 1M NAOH, 1M Na2S203,1M HCl,- 1M saturated NAHCO3 and brine. The separated organic phase was dried (MGS04), filtered and concentrated in vacuo. The product was purified by flash chromatography using silica gel and eluting with HEPTANE/ETHYL acetate 1: 1. The product was identified from relevant fractions which were combined and concentrated IN VACUO. Yield: 24.12g, 78%

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; H. LUNDBECK A/S; WO2004/96761; (2004); A1;,
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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. 36865-41-5, name is 1-Bromo-3-methoxypropane, A new synthetic method of this compound is introduced below., SDS of cas: 36865-41-5

Step 1: Preparation of 4-bromo-l-ehloro-2- 3-methoxypropoxy)benzene A 250 mL round-bottomed flask was charged with 5-bromo-2-chloro-phenol (22 g, 106 mmol), 1 -bromo-3-methoxy-propane ( 19.5 g, 127 mmol), 2CO3 (30 g, 212 mmol) and DMF (50 mL). The resultant mixture was stirred at 50 C for 3 hours, then ethyl acetate and water were added. The organic phase was separated, and then dried over anhydrous a SO-i and then concentrated to give 4-bromo-l -chloro-2-(3-methoxypropoxy)benzene (30 g).

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; JAVANBAKHT, Hassan; JIANG, Min; LIANG, Chungen; WANG, Jianping; WANG, Yongguang; WANG, Zhanguo; WEIKERT, Robert James; YANG, Song; ZHOU, Chengang; WO2015/113990; (2015); A1;,
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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. 109-85-3, name is 2-Methoxyethylamine, A new synthetic method of this compound is introduced below., SDS of cas: 109-85-3

4-Amino-N-hydroxy-1,2,5-oxadiazole-3-carbimidoyl chloride (2.13 kg, 13.15 mol) was mixed with EtOAc(13 L). At 0-5C, 2-methoxyethylamine (1.1 kg, 14.46 mol) was added in one portionwhile stirring. The reaction temperature rose to 41C. The reaction was cooled to 0-5C. TEA (2.0kg, 19.73 mol) was added. After stirring 5 mm, the reaction was washed with water (5 L), brine (5 L),dried over sodium sulfate, and concentrated to give the desired product (1.61 kg, 61%) as a brownoil. LCMS (M+H): m/z = 202.1. 1H NMR (400MHz, DMSO-d6): 6 10.65 (s, 1H), 6.27 (s, 2H), 6.10 (t, J = 6.5Hz, 1H), 3.50 (m, 2H), 3.35 (d, J = 5. 8Hz, 2H), 3.08 (s, 3H).

The synthetic route of 109-85-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; KAZMIERSKI, Wieslaw Mieczyslaw; DE LA ROSA, Martha; SAMANO, Vincent; (70 pag.)WO2017/2078; (2017); A1;,
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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. 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-1,1-dimethoxyethane

Example 74; (IS, 2R) and (IR, 2S)-2-(4-chlorophenyl)-l’-(2-(4-isopropylpiperazin-l-yl)ethyl)spiro [cyclopropane-l,3′-indolin]-2′-oneSynthesis of (IR, 2S) and (IS, 2R)-2-(4-chlorophenyl)-l’-(2,2- dimethoxyethyl)spiro[cyclopropane-l,3′-indolin]-2′-one; To a solution of (IR, 2S) and (I S, 2R)-2-(4-chlorophenyl)spiro[cyclopropane-l,3′-indolin]- 2′-one (135 mg, 1 mmol) in DMF (1 mL) was added KHMDS (0.5 M in THF, 1.1 mL) was dropwise at room temperature. The mixture was stirred for half an hour before adding bromoacetaldehyde dimethyl acetal (95 mg, 0.55 mmol). The mixture was warmed to 50 C and stirred at that temperature for 2 hours. The mixture was poured into water, extracted with ethyl acetate (3 x 15 mL), dried and concentrated under reduced pressure. Purification by flash column chromatography on silica gel, eluting with hexanes-EtOAc (6: 1 and then 4: 1) gave the desire product as colorless oil (268 mg, 75%). LC/MS m/e calcd. for C2oH2oClN03: 3570, observed (M+H)+: 358.7.

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; F. HOFFMANN-LA ROCHE AG; CHEN, Li; HUANG, Mengwei; FENG, Lichun; HE, Yun; YUN, Hongying; WO2011/69298; (2011); A1;,
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Electric Literature of 1535-75-7, These common heterocyclic compound, 1535-75-7, name is 2-(Trifluoromethoxy)aniline, 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.

General procedure: To a solution of respective anilines (1.0 eq.) in CH2Cl2 (15 mL) was added pyridine at 0 C and the mixture stirred for 5 min. Compound 4 (1.0 eq.) in CH2Cl2 (10 mL) wasadded and the mixture stirred at room temperature for 12-48 h. The mixture was diluted with CH2Cl2 (25 mL) and washed with diluted HCl and water. The organic layer wasdried over anhydrous Na2SO4 and concentrated to obtain crude was subjected to column chromatography on silica gel to yield title compounds 5.

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

Reference:
Article; Abbavaram, Babul Reddy A.; Reddyvari, Hymavathi R.V.; Journal of the Korean Chemical Society; vol. 57; 6; (2013); p. 731 – 737;,
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Some common heterocyclic compound, 175278-17-8, name is 2-Bromo-4-(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. category: ethers-buliding-blocks

According to route (C), 2-bromo-4-trifluoromethoxyaniline (2.3 mL, 15 mmoles, 1 eq.) was placed in l,4-dioxane (55 mL) with Pd(dppf)Cl2.CH2Cl2 (1.2 g, 1.5 mmole, 0.1 eq.). Upon addition of CS2CO3 (19.6 g, 60 mmoles, 4 eq.) and ethylboronic acid (3.3 g, 45 mmoles, 3 eq.), the reaction mixture was heated at l00C and stirred for 14 hours under an inert atmosphere of argon. The reaction mixture was then concentrated under reduced pressure and the resulting residue was purified by column chromatography on silica gel to afford 2-ethyl-4-(trifluoromethoxy)aniline (1.3 g, 42%). (0391) 6.93 (s, 1H), 6.90 (d, J = 8.5 Hz, 1H), 6.63 (d, J = 8.5 Hz, 1H), 3.64 (s, 2H), 2.49 (q, 7 = 7.5 Hz, 2H), 1.25 (t , J= 7.5 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 175278-17-8, its application will become more common.

Reference:
Patent; ABIVAX; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE MONTPELLIER; INSTITUT CURIE; SCHERRER, Didier; TAZI, Jamal; MAHUTEAU-BETZER, Florence; NAJMAN, Romain; SANTO, Julien; APOLIT, Cecile; (0 pag.)WO2020/11810; (2020); A1;,
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These common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, 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. Formula: C13H20O3

Step B: To the solution 3-azidopropoxyl beta-D-mannopyranoside (1030 mg, 3.91 mmol) in acetonitrile (15 ml) was added triethyl orthobenzoate (2.352 ml, 10.17 mmol) followed by TFA (0.030 ml, 0.391 mmol) and in ACN (0.5 mL). The mixture was allowed to stir at room temperature for 1 hour. Rotavap to remove ACN. TFA (10percent in water) (4.28 ml, 5.55 mmol) was added. The mixture was stirred at rt for 2 hours. The residue was purified by column chromatography on silica gel eluting with Ether/CH2Cl2 to give above product as a white solid. 1H NMR (CDCl3, 500 MHz): delta 7.0-8.2 (m, 10H), 5.72 (dd, 1H, J=3.4 Hz, J=1.1 Hz), 5.44 (t, 1H, J=9.6 Hz), 4.79 (d, 1H, J=1.1 Hz), 4.16 (dd, 1H, J=3.4 Hz, J=1.1 Hz), 4.00 (m, 1H), 3.88 (m, 1H), 3.82 (m, 1H), 3.66 (m, 2H), 3.31 (m, 2H), 1.82 (m, 2H).

The synthetic route of (Triethoxymethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lin, Songnian; Yan, Lin; Kekec, Ahmet; Zhu, Yuping; Hunter, David N.; Huo, Pei; Feng, Danqing; Nargund, Ravi P.; Moyes, Christopher R.; Zhao, Zhiqiang; Pipik, Brenda; Pissarnitski, Dmitri; Duffy, Joseph L.; Guidry, Erin N.; US2015/105317; (2015); A1;,
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Reference of 20781-20-8, 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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1. Preparation of N-(2,4-dimethoxybenzyl)-6-fluoropyridin-2-amine To a mixture of (2,4-dimethoxyphenyl)methanamine (117.5 mL, 782.0 mmol) and N,N-diisopropylethylamine (147.6 mL, 847.2 mmol) in anhydrous dimethyl sulfoxide (500 mL) was added 2,6-difluoropyridine (75.0 g, 651.7 mmol). The resulting mixture was heated to 100 C. for 5 hours and then allowed to cool to ambient temperature. The mixture was diluted with ethyl acetate (600 mL), washed with water (1000 mL), saturated ammonium chloride (2*200 mL), brine (100 mL), and dried over anhydrous sodium sulfate. Filtration and concentration of the filtrate in vacuo provided a residue, which was triturated in methanol (250 mL) to afford the title compound as a colorless solid (140.0 g, 82% yield): 1H NMR (300 MHz, CDCl3) delta 7.44 (q, J=8.2 Hz, 1H), 7.22 (d, J=8.2 Hz, 1H), 6.49 (d, J=2.3 Hz, 1H), 6.44 (dd, J=8.2, 2.4 Hz, 1H), 6.21 (dd, J=8.0, 2.4 Hz, 1H), 6.12 (dd, J=7.7, 2.3 Hz, 1H), 5.17-5.07 (m, 1H), 4.40 (d, J=6.0 Hz, 2H), 3.84 (s, 3H), 3.81 (s, 3H); MS (ES+) m/z 263.2 (M+1).

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, (2,4-Dimethoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Xenon Pharmaceuticals Inc.; Andrez, Jean-Christophe; Burford, Kristen Nicole; Dehnhardt, Christoph Martin; Focken, Thilo; Grimwood, Michael Edward; Jia, Qi; Lofstrand, Verner Alexander; Wesolowski, Steven Sigmund; Wilson, Michael Scott; US2020/71313; (2020); A1;,
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