Category: ethers-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 454-90-0, name is 3-(Trifluoromethyl)anisole, 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 454-90-0, Quality Control of 3-(Trifluoromethyl)anisole

In each of the examples in Table 3A, the substrate is reacted with the base in THF to form a metallic organoborate intermediate under the temperature and time conditions specified in Table 3A. The metallic organoborate intermediate is then reacted with the electrophile, E, in THF to form the functionalized products 11b to 11g under the following conditions:Similarly, the substituted arenes 10b-d reacted with 2b (25 C, 0.5-12 h) affording the corresponding borate which lead after subsequent cross-coupling (ZnCl2 (10 mol%), Pd(OAc)2 (3 mol%), S-Phos (6 mol%), 65 C, 1 h) with 12 (0.8 equiv) to the biphenyl derivatives llb-d in 75-95% yield (Table 3A, entries 2-4). For example, tmpBEtyMgCl LiCl (2.2 mL, 1.0 M in THF, 2.2 mmol) was added dropwise at 25 C to a solution of 3,5-(trifluoromethyl)anisole (10b; 352 mg, 2.0 mmol) in THF (2 mL) in a flame-dried and Argon-flushed Schlenk-tube equipped with septum and magnetic stirring bar. After stirring for 1 h at 25 C, ZnCl2 (0.2 mL, 1 M in THF, 10 mol%), Pd(OAc)2 (14 mg, 3 mol%), S-Phos (25 mg, 6 mol%) and ethyl 4-iodobenzoate (12; 441 mg, 1.6 mmol) were added followed by continuously stirring for 1 h at 65 C. After cooling to 25 C, the reaction mixture was diluted with Epsilon2Omicron (5 mL) and quenched with sat. NH4C1 (aq.) (5 mL). The aqueous layer was extracted with CH2CI2 (3x 15 mL). The combined organic phases were dried over Na2SC>4 and the solvent was removed under vacuum. Flash column chromatography (pentane-Et20, 9: 1) afforded lib (492 mg, 95%) as a pale yellow 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; HAAG, Benjamin; WO2012/85169; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 22236-10-8, name is 4-(Difluoromethoxy)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 22236-10-8, Formula: C7H7F2NO

Example 2 3- { [4- (DIFLUOROMETHOXY) PHENYL] AMINO}-1- (2-METHOXYETHYL)-4-PHENYL-LH-PYRROLE-2, 5- dione 3-CHLORO-1-(2-METHOXYETHYL)-4-PHENYL-LH-PYRROLE-2, 5-dione (0.13 mmol, 36 mg) AND 4- difluoromethoxyaniline (0.28 mmol, 45 mg) were dissolved in DMF (1 mL). The mixture was heated in a microwave reactor at 150C for 20 min.. After cooling, the reaction mixture was purified by HPLC (95% 0. 1M ammonium acetate buffer: 5% CH3CN No. 100% CH3CN) to give 13 mg (24%) of the title COMPOUND. 1H NMR (400 MHz, CDC13) : 8 7.25 (bs, 1H), 7.19-7. 08 (m, 3H), 7.02-6. 97 (m, 2H), 6.81-6. 75 (m, 2H), 6.66-6. 60 (m, 2H), 6.36 (t, J=74.0 Hz, 1H), 3. 83 (t, J=5.7 Hz, 2H), 3.63 (t, J=5.7 Hz, 2H), 3. 38 (s, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Difluoromethoxy)aniline, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; WO2005/5417; (2005); 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. 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 74654-07-2

Example 58A tert-Butyl [(trans-4-{[(2S)-3-[4′-({2-[2-(2-methoxyethoxy)ethoxy]ethyl}carbamoyl)-2′-methylbiphenyl-3-yl]-1-oxo-1-{[4-(1H-tetrazol-5-yl)phenyl]amino}propan-2-yl]carbamoyl}cyclohexyl)methyl]carbamate 3′-[(2S)-2-{[(trans-4-{[(tert-Butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]amino}-3-oxo-3-{[4-(1H-tetrazol-5-yl)phenyl]amino}propyl]-2-methylbiphenyl-4-carboxylic acid and 2-[2-(2-methoxyethoxy)ethoxy]ethanamine (29 mg, 0.17 mmol) were dissolved in tetrahydrofuran (4 ml), N-[(dimethylamino)(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)methylidene]-N-methylmethanaminium hexafluorophosphate (67 mg, 0.17 mmol) and N,N-diisopropylethylamine (23 mg, 0.17 mmol) were added and the mixture was stirred at RT overnight. Subsequently, the mixture was concentrated and the residue was purified chromatographically by HPLC (Method 10). This gave 53 mg (44% of theory) of the title compound. LC-MS (Method 4): Rt=1.17 min; MS (ESIpos): m/z=827.6 [M+H]+.

The synthetic route of 74654-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; ROeHN, Ulrike; ELLERMANN, Manuel; STRASSBURGER, Julia; WENDT, Astrid; ROeHRIG, Susanne; WEBSTER, Robert Alan; SCHMIDT, Martina Victoria; TERSTEEGEN, Adrian; BEYER, Kristin; SCHAeFER, Martina; BUCHMUeLLER, Anja; GERDES, Christoph; SPERZEL, Michael; SANDMANN, Steffen; HEITMEIER, Stefan; HILLISCH, Alexander; ACKERSTAFF, Jens; TERJUNG, Carsten; (163 pag.)US2016/244437; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 710-18-9, name is 1-Methoxy-4-(trifluoromethoxy)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 710-18-9, Recommanded Product: 1-Methoxy-4-(trifluoromethoxy)benzene

Preparation 34 2-Methoxy-5-trifluoromethoxybenzoyl chloride Combine 2-methoxy-5-trifluoromethoxybenzene (1.0 g, 5.2 mmol) and trifluoroacetic acid (200 mL). Add slowly portionwise hexamethylenetetraamine (26 g, 185.7 mmol). Heat at 60 C. After 24 hours, cool to ambient temperature and pour the reaction mixture into a 2 M aqueous solution of sulfuric acid (500 mL). Cool and extract ten times with diethyl ether. Dry the combined organic layers over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluding with 1/4 ethyl acetate/hexane to give 2-methoxy-5-trifluoromethoxybenzaldehyde.

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; Aventis Pharmaceuticals Inc.; US6194406; (2001); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

366-99-4, name is 3-Fluoro-4-methoxyaniline, 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. Product Details of 366-99-4

Reference Example 13; N- (5-Fluoro-4-methoxy-2-nitrophenyl) acetamide; Acetic anhydride (5 ml) was added to 3-fluoro-4- methoxyaniline (5.0 g), and the mixture was stirred for 30 minutes. The reaction mixture was cooled to room temperature, and nitric acid (2.3 ml) was added dropwise thereto. The mixture was stirred for 30 minutes, and water was added thereto. The resulting precipitate was collected and washed with water to obtain the title compound as crystals (5.7 g, 71percent). H-NMR (300 MHz, CDC13) 5 (ppm): 2.29 (3H, s), 3.94 (3H, s), 7.80 (1H, d, J=8. 4Hz), 8.66 (1H, d, J=10.5Hz), 10.39 (1H, brs).

The synthetic route of 366-99-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/82879; (2005); 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. 13101-88-7, name is 6-Methoxynaphthalen-2-amine, A new synthetic method of this compound is introduced below., Quality Control of 6-Methoxynaphthalen-2-amine

Weigh compound 6-methoxy-2-naphthyl-amine (7g, 0.04044mol), triethylamine (6g, 0.06067mol) in 100mL reaction flask, a solution of methylene chloride was added to the reaction flask of 15mL at 0 the reaction conditions under 15min; dropwise added methanesulfonyl chloride (7g, 0.06067mol), under reaction conditions 0 30min, TLC plate monitor, the reaction was complete, adding an appropriate amount of aqueous sodium hydroxide solution, extracted with ethyl acetate and saturated brine dried over anhydrous sodium sulfate, and spin dry, column chromatography (PE: EA = 2: 1), give a purple solid 5.6g, yield 55.2%.

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; East China University of Science and Technology; Li, Hongling; Jiang, Hualiang; Xu, Yufang; Li, Jia; Zhao, Zhenjang; Li, Jingya; Xu, Hongling; Li, Shiliang; (64 pag.)CN105566276; (2016); A;,
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Electric Literature of 1462-37-9, The chemical industry reduces the impact on the environment during synthesis 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, I believe this compound will play a more active role in future production and life.

PREPARATIONSPreparation 15-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-2-(3-methanesulphonylaminopropyl)-1H-pyrrole-3-carboxylic acid1A) Methyl ester of 6-benzyloxy-3-oxohexanoic acid (synthesis carried out based on: Angewandte Chemie (Int. Ed) 38(9), 1999, 1263-1266).9.64 g of NaH are suspended in 300 ml of anhydrous THF. The suspension is cooled to 0° C. 20 g of methyl acetoacetate are added dropwise and the mixture is kept stirred for 45 minutes. The solution is then cooled to -20° C., and 96 ml of a 2.5 molar solution of n-BuLi in hexane are added. After stirring for 15 minutes, 51.8 g of benzyl 2-bromoethyl ether are added and the temperature is allowed to rise to 0° C. The solution is then neutralized with 200 ml of 1N HCl. The solution is diluted with 500 ml of ether, washed with H2O, dried over MgSO4, and evaporated. 50 g of an oil are obtained which, after chromatography (eluent cyclohexane/ethyl acetate), give 22.6 g of a colourless 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:
Ether – Wikipedia,
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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. 10541-78-3, name is 2-Methoxy-N-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H11NO

General procedure: A mixture of secondary amine 1 (200 mg, 1 equiv), polyformaldehyde 2 (1.5 equiv) and the activated alkene 3 (1.1 equiv) was dissolved in acetonitrile (2 mL). The solution was stirred at room temperature for 3 days until the starting secondary amine 1 was no longer detected by TLC (revealed with an ethanolic solution of vanillin-sulfuric acid or iodine). After the excess of solvent was removed under reduced pressure, the oily material obtained was purified by column chromatography on silica gel (70-230 mesh), using CHCl3:MeOH mixtures of (30:1, 20:1 or 15:1) as eluent.

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; Abonia, Rodrigo; Castillo, Juan C.; Garay, Alexander; Insuasty, Braulio; Quiroga, Jairo; Nogueras, Manuel; Cobo, Justo; D’Vries, Richard; Tetrahedron Letters; vol. 58; 15; (2017); p. 1490 – 1494;,
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Some common heterocyclic compound, 27060-75-9, name is 1-Bromo-4-methoxy-2-methylbenzene, molecular formula is C8H9BrO, 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. Recommanded Product: 27060-75-9

l-Bromo-2-(bromomethyl)-4-methoxybenzeneTo a solution of 173 g (0.86 mol) of l-bromo-4-methoxy-2-methylbenzene in 850 ml of CCI4 153 g (0.86 mol) of NBS and 1.0 g of (PhCOO)2 were added at room temperature. This mixture was refluxed for 16 h, cooled to room temperature, and then filtered through glass frit (G2). The precipitate was additionally washed by 2 x 150 ml of CC14. The combined filtrate was evaporated to dryness, and the residue was triturated with 600 ml of n-hexane. The precipitate was filtered off (G3 glass frit), washed by 50 ml of n-hexane, and dried in vacuum. This procedure gave 121 g of the title product. Additional amount of the product was obtained by evaporation of a mother liquor followed by crystallization of the residue from 200 ml of n- hexane at -25C. In total, 157 g (65%; or 56% overall yield for two stages) of 1- bromo-2-(bromomethyl)-4-methoxybenzene has been isolated.Anal. calc. for C8H8Br20: C, 34.32; H, 2.88. Found: C, 34.44; H, 2.95.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 27060-75-9, its application will become more common.

Reference:
Patent; BOREALIS AG; HAFNER, Norbert; CASTRO, Pascal; KULYABIN, Pavel Sergeevich; IZMER, Vyatcheslav; VOSKOBOYNIKOV, Alexander; RESCONI, Luigi; KONONOVICH, Dmitry; VIRKKUNEN, Ville; UBORSKY, Dmitry; WO2013/7650; (2013); A1;,
Ether – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 6943-97-1, name is 1-(3-Bromopropyl)-3-methoxybenzene, 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 6943-97-1, HPLC of Formula: C10H13BrO

4 4′-Oxo-3′,4′,7,8-tetrahvdro-2’H,6H-spironmidazori ,5-alpyridine-5,1′-naphthalenel-6′- carbonitrile starting from 1-(3-bromopropyl)-3-methoxybenzene [6943-97-1].

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; SPEEDEL EXPERIMENTA AG; WO2006/128851; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem