Ethers-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 4179-19-5, name is 3,5-Dimethoxytoluene, 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 4179-19-5, 4179-19-5

1,3-Dimethoxy-5-methylbenzene (30 g, 0.20 mol)And dichloromethane (900 mL) was added to a dry round bottom flask (1 L).Cooling to the above solution in an ice bath sulfuryl chloride (52.5 g, 0.40 mol) was added dropwise.After the dropwise addition was completed, the mixture was stirred at room temperature overnight. After the reaction,Add sodium bicarbonate aqueous sodium hydrogencarbonate solution to adjust pH=8, extract with dichloromethane,Washed with dilute hydrochloric acid, distilled water, and dried,Concentration under reduced pressure gave the compound 2,4-dichloro-1,5-dimethoxy-3-methylbenzene (31 g, 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, 3,5-Dimethoxytoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Rudong Lingda Bio-pharmaceutical Technology Co., Ltd.; Wang Hui; (76 pag.)CN109721600; (2019); A;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 450-88-4 name is 1-Bromo-4-fluoro-2-methoxybenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 450-88-4

Intermediate Example Int20.014-(4-bromo-3-methoxyphenoxy)-1 -methylpiperidine To a stirred suspension of sodium hydride (1.76 g; 60% w/w sodium hydride in oil) in DMF (55 mL) was added 1 -methylpiperidin-4-ol (3.37 g) at 0 C. The mixture was stirred at room temperature for 30 minutes. 1 -bromo-4-fluoro-2- methoxybenzene (3.0 g) was added and the mixture was stirred at 100 C for 1 h. Water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Aminophase-silica- gel chromatography gave 3.65 g of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-fluoro-2-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; KOSEMUND, Dirk; SCHIROK, Hartmut; BADER, Benjamin; LIENAU, Philip; WENGNER, Antje Margret; BRIEM, Hans; HOLTON, Simon; SIEMEISTER, Gerhard; PRECHTL, Stefan; KOPPITZ, Marcus; STOeCKIGT, Detlef; PRIEN, Olaf; WO2011/157688; (2011); A1;,
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5397-31-9, 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. 5397-31-9, name is 3-((2-Ethylhexyl)oxy)propan-1-amine, This compound has unique chemical properties. The synthetic route is as follows.

52 grams of 3 amino BENZOTRIFLUORIDE is mixed with 50 grams of 2 methyl 2 butanol and 200 mis of water are added, followed by 38 grams of sulfuric acid 96%. The mixture is iced to 5C and diazotized by the addition of 55 grams of a 40% solution of sodium nitrite. When the solution has become clear excess nitrous acid is reduced with SULFAMIC acid. This diazo is then added to a solution of 38 grams of 2 amino para cresol which has been dissolved in a mixture of 100 grams of 2 methyl 2 butanol and 100 grams of an aqueous solution containing 0.3 equivalents of naphthalene SULFONIC acids to which 1 gram each of acrylic acid and butyl methacrylate have been added as free radical suppressors. Coupling proceeds quickly at 5-10C and is brought to completion by the addition of sufficient sodium acetate solution to raise the pH to 2.5. When the azo coupling is complete 150 grams of toluene and 55 grams of hydrochloric acid 32% is added to the reaction. 60 grams of a 40% solution of sodium nitrite is now added to diazotize the amino azo compound. When this reaction is complete 0.3 molar equivalents of a composition made by condensing 0.3 equivalents of 3 amino phenol and 0.6 equivalents of 2 ethyl hexyl glycidyl ether dissolved as an 80% solution in toluene is added to the system. Coupling proceeds readily with the formation of a magenta red bisazo dye. The coupling is now adjusted to pH 9 by the addition of aqueous ammonia and heated to 60C. 0.3 molar equivalents of nickel chloride are now added to the system together with sufficient ammonia to stop the pH falling below 8.0. Formation of the metal complex is essentially instant as determined by TLC. 60 grams of 2 ethyl hexoxy propylamine is now added to the system and after a few minutes stirring agitation is stopped and the dye layer allowed to separate as an upper phase. The dye is then dried under vacuum to 110C and brought to a total weight of 700 grams with n-propanol. The product is a violet black with very good light fastness and solvent compatibility.

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; UNITED COLOR MANUFACTURING, INC.; WO2005/30875; (2005); A2;,
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658-89-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 658-89-9 name is 4-(Trifluoromethoxy)benzene-1,2-diamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of 3-isothiocyanato-N-methyl-3-[3-(trifluoromethyl)phenyl]propanamide (0.3 g, 1 mmol) (from step 3) and 4-(trifluoromethoxy)benzene-l,2-diamine (0.2 g, 1 mmol) in dichloromethane (100 mL) was stirred at ambient temperature. After 4 h, the reaction mixture was concentrated to afford the crude product (0.50 g) as yellow gum. It was purified by flash column using 230-400 silica gel, the product fraction was eluted using 40 % ethyl acetate in hexane to afford 3-({[2-amino-5- (trifluoromethoxy)phenyl]carbamothioyl} amino)-N-methyl-3 – [3 – (trifluoromethyl)phenyl]propanamide (0.4 g) as an off-white solid. MS: m/z 481 (M+l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Trifluoromethoxy)benzene-1,2-diamine, and friends who are interested can also refer to it.

Reference:
Patent; ACESION PHARMA APS; S?RENSEN, Ulrik Svane; METE, Anthonio; (90 pag.)WO2019/34603; (2019); A1;,
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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 2930-05-4 as follows. 2930-05-4

To a solution of LiAlH4 (7.56 g, 199 mmol) in anhydrous tetrahydrofuran (100 mL) was added a solution of 2-(benzyloxymethyl)oxirane (21.8 g, 132 mmol, 20.1 mL) in anhydrous tetrahydrofuran (300 mL) dropwise at 0 C. under nitrogen atmosphere. The mixture was then stirred for 1 hour. On completion, the reaction mixture was quenched with water (15 mL), then 15% sodium hydroxide solution (15 mL) was added, and the mixture was stirred for a further 15 minutes until no precipitate formed. Next, the inorganic salt precipitate was filtered off and the filter cake was washed with ethyl acetate (2¡Á100 mL). The combine organic phase was dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to give a residue. The residue was purified by silica gel chromatography (petroleum ether:ethyl acetate=2:1) to give the title compound (21.3 g, 96% yield) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 7.40-7.29 (m, 5H), 4.57 (s, 2H), 4.08-3.94 (m, 1H), 3.49 (dd, J=3.2, 9.2 Hz, 1H), 3.30 (dd, J=8.4, 9.2 Hz, 1H), 2.40 (d, J=2.4 Hz, 1H), 1.16 (d, J=6.4 Hz, 3H).

According to the analysis of related databases, 2930-05-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); 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. 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, A new synthetic method of this compound is introduced below., 2062-98-8

EXAMPLE 11 EXAMPLE OF PRODUCTION OF COMPOUND (71a); Into a flask (internal capacity: 300 mL) under a nitrogen gas atmosphere, CH3COCH2OH (50.0 g), R-225 (81.6 g) and NaF (85.3 g) were put, and stirring was continued while the internal temperature of the flask was kept to be at most 10C. FCOCF(CF3)OCF2CF2CF3 (213.3 g) was dropwise added thereto over a period of two hours, and then the internal temperature of the flask was returned to 25C and stirring was carried out for 12 hours. Into a filtrate obtained by pressure filtration of a solution in the flask, a saturated sodium hydrogen carbonate aqueous solution (200 mL) was added to obtain a double layered solution. The organic layer was separated and washed with water (200 mL) and dehydrated with magnesium sulfate and then concentrated by an evaporator, to obtain a concentrate (230.7 g). In the concentrate, the following compound (71a) was contained, and a GC purity of the compound (71a) was 87.2%. The reaction was separately carried out under the same conditions, whereby a concentrate (96.0 g) having a GC purity of 96.5% was obtained. The concentrate obtained by the reaction twice was distilled under reduced pressure, and as a result, a fraction (281.3 g) of 67 to 71C/1.06 kPa (absolute pressure) was obtained. The fraction was analyzed by GC and NMR, and as a result, it was confirmed that the compound (71a) having a purity of 97.9% was formed. 1H-NMR (300.4 MHz, solvent: CDCl3, standard: TMS) delta (ppm): 2.21 (s, 3H), 4.91 (q, 16.5 Hz, 2H). 19F-NMR (282.6 MHz, solvent: CDCl3, standard: CFCl3) delta (ppm): -79.6 to -80.3 (1F), -81.7 to -81.8 (3F), -82.4 to -82.5 (3F), -86.5 to -87.0 (1F), -130.1 to -130.2 (2F), -132.8 (1F).

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; ASAHI GLASS COMPANY LTD.; EP1679311; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

54149-17-6, Adding some certain compound to certain chemical reactions, such as: 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, 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 54149-17-6.

General procedure: DBU (4.5mmol) and 1-bromo-2-methoxyethane or 1-(2?-methoxyethoxy)-2-bromoethane were added to a solution of a triterpenic acid 1, 2, 3, 4 (2.2mmol) in the mixture of CH2Cl2 (6mL) and MeCN (2mL). The reaction mixture was stirred for 2 days at room temperature. The work-up (A), column chromatography on silica gel, and crystallization afforded final products 1a – 3a and 1b – 3b.

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 54149-17-6.

Reference:
Article; Eignerova, Barbara; Tichy, Michal; Krasulova, Jana; Kvasnica, Miroslav; Rarova, Lucie; Christova, Romana; Urban, Milan; Bednarczyk-Cwynar, Barbara; Hajduch, Marian; Sarek, Jan; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 403 – 420;,
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103291-07-2, 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 103291-07-2 as follows.

To a solution of 5-bromo-2-fluoroanisole (1.00 g, 4.88 mmol, 1 equiv) in anhydrous THF was added granules of magnesium (125 mg, 5.12 mmol, 1.05 equiv) under nitrogen. The mixture was heated to 60 C for 2 h. After cooling to room temperature, 5-bromo-2-formylpyridine (1.09 g, 5.86 mmol, 1.2 equiv) was added and the reaction mixture was stirred at 80 C overnight. The reaction was cooled to room temperature, quenched with brine and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated to dryness under vacuum. The product was used in the next step without further purification. C13H11BrFNO2; MW 312.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 103291-07-2, and friends who are interested can also refer to it.

Reference:
Article; Wetzel, Marie; Gargano, Emanuele M.; Hinsberger, Stefan; Marchais-Oberwinkler, Sandrine; Hartmann, Rolf W.; European Journal of Medicinal Chemistry; vol. 47; 1; (2012); p. 1 – 17;,
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2859-78-1, name is 4-Bromo-1,2-dimethoxybenzene, 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. 2859-78-1

General procedure: To a solution of 4-bromoanisole (200.8 mg, 1.09 mmol, 1.0 equiv) in acetonitrile (2 mL) was added N-chlorosuccinimide(NCS) (158.3 mg, 1.19 mmol, 1.1 equiv) at rt to give a slightly cloudy mixture. Chlorotrimethylsilane (TMSCl) (14 muL, 0.11 mmol, 0.1 equiv) was then added drop-wise to the reaction mixture. Within a few minutes, the reaction mixture became clear pale yellow solution. The mixture continued to stir at rt for 1 h and was diluted with hexane. The biphasic mixture was concentrated on a rotary evaporator to a crude white solid-oil mixture. This mixture was taken up in hexane and filtered through a short plug of SiO2 and eluted with 5-10% EtOAc-hexane solution. The clear filtrate was concentrated to obtain a mixture of 4-bromo-2-chloro-1-methoxybenzene (2a-Cl) and 2,4-dichloro-1-methoxybenzene (2a-diCl) 237.0 mg (88% of 2a-Cl and 11% of 2a-diCl,based on NMR ratio 2a-Cl: 2a-diCl = 7.1: 1.0; as a pale yellow solid).

Statistics shows that 2859-78-1 is playing an increasingly important role. we look forward to future research findings about 4-Bromo-1,2-dimethoxybenzene.

Reference:
Article; Maibunkaew, Tapanee; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Bunrit, Anon; Ruchirawat, Somsak; Synlett; vol. 25; 12; (2014); p. 1769 – 1775;,
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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. 103291-07-2, name is 4-Bromo-1-fluoro-2-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 103291-07-2

Example 41i 1-(3-Bromophenyl)-4-fluoro-1-(4-fluoro-3-methoxyphenyl)-1H-isoindol-3-amine tert-Butyllithium (3.68 mL, 5.89 mmol) was added dropwise to THF (10 mL) at -100 C. under an argon atmosphere. A solution of 4-bromo-1-fluoro-2-methoxybenzene (0.604 g, 2.95 mmol) in THF (5 ml) was added dropwise followed by the addition of (E)-N-((3-bromophenyl)(2-cyano-3-fluorophenyl)methylene)-2-methylpropane-2-sulfinamide (1 g, 2.46 mmol) in THF (5 ml). The resulting reaction mixture was left on the thawing cooling bath for 30 min then the cooling bath was removed and the mixture was stirred at r.t. for 1 h. Hydrogen chloride-methanol solution (11.78 mL, 14.73 mmol) was added and the resulting mixture was stirred at r.t. for 1 h. The mixture was concentrated and purified on a silica gel column eluding with 0-10% 0.1 M NH3 in MeOH in DCM to afford 0.98 g (93%) of the title compound. MS (ES+) m/z 429, 431 (M+H)+

The synthetic route of 103291-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; US2010/125082; (2010); A1;,
Ether – Wikipedia,
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