Month: June 2021

Application of 24743-14-4, 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. 24743-14-4 name is 3-(3-Methoxyphenyl)-1-propene, 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.

1-Allyl-3-methoxybenzene (prepared in accordance with the reference [Journal of Organic Chemistry, 2013, vol. 78, p.9772-9780]; 2.44 g, 16.5 mmol) was dissolved in THF (19 mL), slowly added with 9-BBN (0.5M THF solution, 39.5 mL, 19.8 mmol), and stirred at room temperature for 2 hours. The reaction mixture was added with the compound obtained in (6.5 g, 18.1 mmol), K2CO3 (6.83 g, 49.3 mmol) and DMF (38mL), and then substituted with nitrogen. Subsequently, the mixture was added with [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (672 mg, 0.823 mmol), and then stirred at 110C for 15 hours. The reaction mixture was cooled to room temperature, added with a saturated NH4Cl aqueous solution, and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue thus obtained was purified by silica gel chromatography to obtain the title compound (colorless oil, 3.49 g, 55% yield). (1343) 1H NMR (600 MHz, CDCl3) delta 8.09 (d, 1H), 7.21 (t, 1H), 7.00 (d, 1H), 6.79 (d, 1H), 6.76 – 6.74 (m, 2H), 3.92 (s, 3H), 3.80 (s, 3H), 2.76 (dd, 2H), 2.68 (t, 2H), 1.98 – 1.93 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(3-Methoxyphenyl)-1-propene, and friends who are interested can also refer to it.

Reference:
Patent; SK Chemicals Co., Ltd.; LEE, Ju Young; LEE, Jeong A; AHN, Jaeseung; RYU, Je Ho; HAN, Min-Young; YOO, Taekyung; SA, Joon Ho; KIM, Jae-Sun; (297 pag.)EP2963027; (2016); 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., Computed Properties of C6F12O2

A mixture of ethanolamine (13 g, 28 mmol) and ether (30 mL) was cooled to 15C. Perfluoro-2-methyl-3-oxahexanoyl fluoride (33 g in ether 50 mL) was added dropwise to keep the reaction temperature below 25C. After the addition, the reaction mixture was stirred at room temperature for one hour. The solid was removed by filtration and the filtrate was washed with hydrochloric acid (0.5N, 30 mL), water (2 times 30 mL), sodium hydrogen carbonate solution (0.5N, 20 mL), water (30 mL), and sodium chloride solution (saturated, 20 mL). It was then concentrated and dried in vacuum over night at room temperature to give a white solid 35 g, yield 95%. The product was analyzed using ^HNMR and the structure confirmed as is N-(perfluoro-2-methyl-3-oxahexanoyl)-2-aminoethanol, C3F7OCF(CF3)CONHCH2CH2OH.

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; E. I. DU PONT DE NEMOURS AND COMPANY; MURPHY, Peter, Michael; HEWAT, Tracy; WO2010/2623; (2010); A2;,
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Application of 366-99-4, 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. 366-99-4, name is 3-Fluoro-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Acetic anhydride (159 mmol, 1 .495 eq) is added to 3-fluoro-4-methoxyaniline (106 mmol, 1 eq) at RT and the resulting mixture is stirred at this temperature for 30 minutes. Nitric acid (156 mmol, 1.57 eq) is then added dropwise and the resulting suspension is stirred at RT for 3 h. Water is added to quench the reaction, the resulting solid collected by filtration and dried under vacuum. A/-(5-Fluoro-4-methoxy-2-nitrophenyl)acetamide (24.2 g) is obtained as a yellow solid. LC-MS (conditions F): tR = 0.71 min, [M + 1 + CH3CN]+ = 270.25.

The synthetic route of 3-Fluoro-4-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BROTSCHI, Christine; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2012/85857; (2012); A1;,
Ether – Wikipedia,
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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. 437-82-1, name is 2,6-Difluoroanisole belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2,6-Difluoroanisole

500 ml dry reaction flask, replaced with nitrogen gas, was added the compound (IV) 28.8 g of 100 ml of anhydrous 2-methyltetrahydrofuran, in the system under a nitrogen atmosphere, stirred and cooled to -78C, and slowly added dropwise 1.6M n-hexane solution of n-butyllithium in 185 ml. after completion of the dropwise addition, at -60 ~ -50C reaction was stirred for 2 hours.System cooling to -78C, carbon dioxide gas through for 5 hours after completion through ~ -40 -30C was stirred for 3 hours.The reaction system was allowed to warm to room temperature, 200 ml of water, stirred, and the organic solvent is recovered by distillation under reduced pressure, and the residue with 36% hydrochloric acid, filtered, and the filter cake washed with 100 ml of water, dried to give compound (V) 31.6 g.

The synthetic route of 437-82-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHEJIANG ZHONGXIN FU CAI CO LTD/ ZHEJIANG ZHONGXIN CHEMICALS CO., LTD.; YUAN, QILIANG; ZHANG, JIABING; XU, PENGFEI; JIANG, XIANBO; CHEN, YINHAO; WANG, CHAO; (16 pag.)CN103819401; (2016); B;,
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Synthetic Route of 37466-89-0, The chemical industry reduces the impact on the environment during synthesis 37466-89-0, name is 3-Methoxybenzene-1,2-diamine, I believe this compound will play a more active role in future production and life.

General procedure: A dispersion of the according 1,2-phenylenediamine or aniline (1 eq) in butyric anhydride (3 eq) was treated with a few drops of concentrated hydrochloric acid and stirred at room temperature or heated at 40-120 C for 1.5-4 h. The reaction mixture was cooled to room temperature and the formed precipitate was either sucked off and washed with 1 N sodium hydroxide solution or the solution was further diluted with water and basified with 6 N sodium hydroxide solution to be extracted with DCM (2×). The combined organic phases were washed with brine, dried over anhydrous sodium sulfate, filtered and DCM was removed under reduced pressure. The mono- and bis-butyric anilide intermediates were refluxed with 4-6 N hydrochloric acid (~5-6 times of the weight) at 100 C for 2-14 h to obtain the corresponding benzimidazoles. The reaction mixture was then diluted with water and basified with 6N sodium hydroxide solution. After extraction with DCM (3×) the organic phases were collected, washed with brine, dried over anhydrous sodium sulfate and filtered. DCM was removed under reduced pressure. The products were purified by column chromatography (DCM/MeOH, 95:5 or EA/MeOH, 8:2).

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-Methoxybenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Schoepf, Anna M.; Salcher, Stefan; Obexer, Petra; Gust, Ronald; European Journal of Medicinal Chemistry; vol. 185; (2020);,
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These common heterocyclic compound, 102-52-3, name is 1,1,3,3-Tetramethoxypropane, 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. Quality Control of 1,1,3,3-Tetramethoxypropane

82.1 g (0.5 mol) of 1, 1, 3, 3-tetramethoxypropane and 39.7 g (0.45 mol) of 1,3-dimethylurea were dissolved in 400 ml of methanol, 49.0 g (0.5 mol) of concentrated sulfuric acid was added dropwise thereto at room temperature, and the mixture was allowed to undergo the reaction at 50C for 30 minutes. After completion of the reaction, this was cooled to room temperature, and the precipitated crystals were collected by filtration to obtain 59.7 g (yield 69%) of the title compound (purity 99.8%, melting point 203 – 205C).

The synthetic route of 1,1,3,3-Tetramethoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sankio Chemical Co., Ltd.; EP1559711; (2005); A1;,
Ether – Wikipedia,
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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 52189-63-6 as follows. Formula: C8H9FO2

Example 16 Preparation of 5-fluororesorcinol (16) Using general method E, 3,5-dimethoxyfluorobenzene (5.0 g, 32.0 mmol, Aldrich) gives Compound 16 as 3.69 g (92%) of a colorless crystalline solid: m.p. 134-136 C.; 1 H-NMR (d6 -DMSO) 9.60 (s, 2H), 6.05 (s, 1H), 5.97 (d, 2H). 19 F-NMR (d6 -DMSO) 108.26 (t, J=11.1 Hz,). Anal. calc. for C6 H5 FO2: C, 56.26; H, 3.93. Found: C, 56.33; H, 3.98.

According to the analysis of related databases, 52189-63-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Molecular Probes, Inc.; US6162931; (2000); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 645-36-3,Some common heterocyclic compound, 645-36-3, name is 2,2-Diethoxyethanamine, molecular formula is C6H15NO2, 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 solution of an amine of formula g or h (1.1 -1.5 eq) and triethylamine (1.1 eq) in dichloromethane (0.2 M) is added a solution of an acid chloride of formula XI (1 eq) in dichloromethane (0.2 – 1.0 M) at 0-5 C. The cooling bath is removed and the reaction mixture is allowed to warm to room temperature. After 2h the reaction mixture is partitioned between an organic solvent such ethyl acetate or tert-butyl methyl ether and water. The layers are separated. The aqueous layer is extracted with two portions of organic solvent. The combined organic layers are washed with one portion of saturated ammonium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to give an amide intermediate of formula XII or XIII, respectively. The title compound was obtained as white solid in quantitative yield from amino acetaldehyde diethyl acetal and tra/?s-4-chlorocarbonyl-cyclohexanecarboxylic acid methyl ester according to general procedure (III). MS m/e: 302 ([M+H]+)

The synthetic route of 645-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; DOLENTE, Cosimo; SCHNIDER, Patrick; WO2011/141396; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 39538-68-6, The chemical industry reduces the impact on the environment during synthesis 39538-68-6, name is 2-Methoxy-4-methylaniline, I believe this compound will play a more active role in future production and life.

General procedure: To a magnetically stirred ice-bath cooled solution of the selected succinic monoamide derivative (4 mmol) in anhydrous dioxane (20 ml) neat oxalyl chloride was added (8 mmol). After stirring over 30 min the reaction mixture was warmed to room temperature. Two hours later, the reaction mixture was re-cooled to 0 C in ice bath followed by drop wise addition of the particular aromatic amine (4 mmol) in pyridine (10 mL) to the reaction mixture. After stirring over 30 min the reaction mixture was warmed to room temperature and allowed to stir over 24 h. Subsequently, the reaction was carefully quenched with saturated sodium bicarbonate solution (200 mL). Finally, the mixture was filtered to offer the products as whitish to gray solids that were re-crystallized from acetone (see Scheme 2).

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-Methoxy-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Habash, Maha; Taha, Mutasem O.; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4746 – 4771;,
Ether – Wikipedia,
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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. 2688-84-8, name is 2-Phenoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Phenoxyaniline

Stage 2 (i) 2- amino diphenyl ether from (1.80g, 9.8mmol) and 2-methoxy-3-pyridine carboxaldehyde (2.0g, 14.6mmol) in a mixture 90 under hydrogen with 1h . The reaction mixture was cooled to 0 C., was added MeOH (20mL), then sodium borohydride (1.11g, 29.4mmol) was added over 20 minutes in small portions. The mixture was stirred for 24 h at RT. It was added formic acid (2.4g, 53.0mmol), and the mixture was stirred for 15 minutes. The solvent was removed in vacuo, the residue was quenched with 10% aqueous sodium bicarbonate (100 mL), and extracted with DCM (2 × 30mL), dried over magnesium sulfate, filtered and the solvent in vacuo It was removed. The crude material DCM (A): silica gel chromatography eluting with ethyl acetate (B) was obtained (2% (B), 80g, 2.0CV, 60mL / min) The impure product is purified by. Samples By crystallization from methanol, 2.2 g (73%) of (2-methoxy-pyridin-3-ylmethyl)-(2-phenoxy-phenyl)amine as a white solid

According to the analysis of related databases, 2688-84-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GE HEALTHCARE LIMITED; WADSWORTH, HARRY JOHN; TRIGG, WILLIAM JOHN; (36 pag.)JP5787873; (2015); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem