Tag: M.W=300-400

Application of 70627-52-0, A common heterocyclic compound, 70627-52-0, name is N-(4-(Benzyloxy)benzylidene)-4-fluoroaniline, molecular formula is C20H16FNO, 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.

Preparation of TiCl4+Ti(O-i-Pr)4 mixed solution:The TiCl4 (21.3g, 0.112mol) dissolved in 100ml dichloromethane.Ti(O-i-Pr)4 (10.6 g, 0037 mol) was added dropwise at 0 C.The reaction was kept for 30 minutes.Intermediate A1-2 (53.4 g, 0.1 mol) andIntermediate A1-3 (61.4 g, 0.2 mol)Soluble in 250ml dichloromethane,DIPEA (25.8g, 0.2mol) was added dropwise at -15 C.TiCl4+Ti(O-i-Pr)4 mixed solution,After the addition is completed, the reaction is continued for 2 hours.Then glacial acetic acid (30 g, 0.5 mol) was added dropwise.After cooling in an ice bath, the reaction solution was poured into a 7% aqueous solution of tartaric acid.Stir for 1 h, naturally warm to room temperature,Add 100ml of 20% sodium bisulfite solution,Stirring was continued for 2 h, the organic layer was separated, washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated.50 ml of methanol was beaten and the white solid was 62.1 g.

The synthetic route of 70627-52-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuxi Fuqi Pharmaceutical Co., Ltd.; Wang Qinglin; Wang Tao; Wang Binbin; Sun Yilin; (11 pag.)CN109369491; (2019); A;,
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Electric Literature of 162705-07-9,Some common heterocyclic compound, 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, molecular formula is C18H21NO4, 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: DCC (0.47 mmol, 1.2 eq.); the N-Fmoc-protected amino acid (0.472 mmol, 1.2 eq) and HOBt¡¤H2O (0.47 mmol, 1.2 eq) were added to a solution of the 30-aminocombretastatin (0.39 mmol, 1 eq) in anhydrous DMF (1.3 mL). The reaction mixture was stirred under N2 atmosphere for 16 h. Then, it was ltered, and the ltrate was poured into a saturated aqueous NH4Cl solution and then extracted with AcOEt (3¡Á15 mL). The combined organic extracts were washed 2 times with water and brine and dried over anhydrous MgSO4. After ltration and evaporation of the solvent under reduced pressure, the resulting residue was chromatographed on silica gel with Hexanes-AcOEt (6:4) to aord the corresponding N-Fmoc-protected derivatives 7 and 9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, its application will become more common.

Reference:
Article; Agut, Rauel; Alberto Marco, J.; Carda, Miguel; Falomir, Eva; Gil-Edo, Raquel; Martin-Beltran, Celia; Murga, Juan; Pla, Alberto; Molecules; vol. 25; 3; (2020);,
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Related Products of 162705-07-9, 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. 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of the appropriate piperidine (pyrroline) nitroxyl acids (0.5 mmol), compound 3 (0.5 mmol) and DMAP (20 mg) was stirred in anhydrous CH2Cl2 (20 mL) for 5 min at room temperature under nitrogen. DCC (106 mg, 0.5 mmol) was added and the mixture was stirred for 24 h. The reaction mixture was filtered and the filtrate was evaporated. The residue was subjected to column chromatography on silica gel with CH2Cl2-acetone to afford target compounds 14a-d, and their structures were confirmed from mp, IR, ESR and HRMS analyses.

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, (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Ying-Qian; Li, Xiao-Jing; Zhao, Chun-Yan; Nan, Xiang; Tian, Jing; Morris-Natschke, Susan L.; Zhang, Zhi-Jun; Yang, Xiao-Ming; Yang, Liu; Li, Lin-Hai; Zhou, Xing-Wen; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry; vol. 21; 5; (2013); p. 1248 – 1256;,
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2062-98-8, These common heterocyclic compound, 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, 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.

F[CF(CF3)CF2O]6CF(CF3)C(O)F, a precursor of hydrofluoroether F[CF(CF3)CF2O]7CH3, was formed by oligomerization of hexafluoropropylene oxide. To the reaction vessel, potassium fluoride (10.0 g), hexafluoropropylene oxide dimer (150.0 g) and tetraethylene glycol dimethyl ether (2.5 L) were added at 10 C under stirring.To the round bottom flask was introduced hexafluoropropylene oxide (830 g, 5.0 mol) over 1 hour.The lower acyl fluoride phase product is collected and consists mainly of hexafluoropropylene oxide oligomers. The crude product was further purified by distillation to obtain a product of a hexafluoropropylene oxide heptamer having a purity of 98% as determined by gas chromatography, and used in the next alkylation reaction. The structure of the product was characterized by infrared spectroscopy and 19F NMR.

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 2062-98-8.

Reference:
Patent; Tianjin Changlu Chemical New Materials Co., Ltd.; Yan Rui; He Guangrui; (15 pag.)CN109608312; (2019); A;,
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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 70627-52-0 as follows. 70627-52-0

General procedure: To a solution of [RhCl(cod)]2(2 mol %) in DMF at room temperature was added imine (1). Then, BF3¡¤Et2O (1.2 equiv) wasadded to the mixture and stirred for 30 min at the same temperature. Subsequently, 5,6-dihydro-2H-pyran-2-one (2, 1.2 equiv)was added to the mixture and then 1.0 MEt2Zn in hexane(3 equiv) was gradually added to the mixture at room temperature, and the mixture was stirred for 24 h. The mixture wasquenched with sat. NH4Cl and extracted with AcOEt. TheAcOEt layer was washed with sat. NaCl and dried over MgSO4.The solvent was removed in vacuo, and the residue was purified by column chromatography to give the corresponding antiazetidin-2-one.

According to the analysis of related databases, 70627-52-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Isoda, Motoyuki; Sato, Kazuyuki; Kunugi, Yurika; Tokonishi, Satsuki; Tarui, Atsushi; Omote, Masaaki; Minami, Hideki; Ando, Akira; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 1608 – 1615;,
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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

To the thus-obtained unpurified Compound A (3.86 g), were added 20 mL of tetrahydrofuran and 4.6 mL (57 mmol) of pyridine. Then, 15.1 g (45.6 mmol) of C3F7OCF(CF3)COF was added, dropwise, while keeping an internal temperature in the range of from 0 C. to 10 C. After completion of the dropwise addition, the internal temperature was elevated to a temperature in the range of from 20 C. to 30 C., and the reaction mixture was stirred for 1 hour. Then, 50 mL of a saturated sodium bicarbonate aqueous solution was added thereto, dropwise, and then 50 mL of ethyl acetate was added, followed by separation. Then, concentration of the resultant mixture was conducted, thereby to obtain 13.6 g (16.9 mmol, 89%) of Exemplified compound (I-6).The below-shown are identification data of the Exemplified compound (I-6).1H NMR (300 MHz, CDCl3): delta 1.18 to 1.31 (m, 9H), 3.90 to 4.09 (m, 2H), 4.14 to 4.49 (m, 4H), 4.78 to 4.90 (m, 1H)19F NMR (282.4 MHz, CDCl3): delta -131.85 (m, 2F), -129.75 (s, 2F), -86.64 (m, 2F), -86.11 (m, 2F), -82.17, -82.09 (s (doublet), 3F), -81.40 (s, 3F), -80.33 (m, 2F), -79.79 (m, 2F)

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; FUJIFILM Corporation; US7501545; (2009); B2;,
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70627-52-0, Adding a certain compound to certain chemical reactions, such as: 70627-52-0, name is N-(4-(Benzyloxy)benzylidene)-4-fluoroaniline, 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 70627-52-0.

Example 10 Process for the Preparation of 3-[5-Benzyloxy-2-[(4-benzyloxy-phenyl)-(4-fluoro-phenylamino)-methyl]-5-(4-fluoro-phenyl)-pentanoyl]-4-phenyl-oxazolidin-2-one 18 ml of Dichloromethane was added to 2.1 ml of TiCl4 at 20-25 C. under nitrogen atmosphere Cooled the reaction mass to 0 C., 2 ml of Ti(O-ipr)4 was added and stirred for about 15 minutes. To the reaction mass 50 ml Dichloromethane, 10 gms of 1-[5-Benzyloxy-5-(4-fluoro-phenyl)-pentanoyl]-5-phenyl-pyrrolidin-2-one and 13.7 gms of Imines were added at 20-25 C. under nitrogen atmosphere. The reaction mass was cooled -30to -35 C. and 5.8 gms of Diisopropyl ethyl amine was added. Stirred the reaction mass for about 15 minutes and TiCl4 solution was added. Stirred the reaction mass for about 2-3 hours at -30to -35 C. and 60 ml of isopropyl alcohol was added followed by 50 ml of Dichloromethane and stirred the reaction mass for about 60 minutes, 6% Tartaric acid solution was added to the reaction mass at 20-25 C. and stirred for about 2 hours. Separate the organic layer and extract the reaction mass with 100 ml of dichloromethane. Combined the organic layers and washed with H2O followed by brine solution. Separated the organic layer and dried over Sodium Sulfate. Distilled the solvent completely under reducing pressure at 50-55 C. and 500 ml of methanol was added. Stirred the reaction mass for about 1-2 hours at 20-25 C., filtered the compound, washed with methanol and dried at 60-65 C. to get 8 gms of 3-[5-Benzyloxy-2-[(4-benzyloxy-phenyl)-(4-fluoro-phenylamino)-methyl]-5-(4-fluoro-phenyl)-pentanoyl]-4-phenyl-oxazolidin-2-one.

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, N-(4-(Benzyloxy)benzylidene)-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mylan Laboratories Limited; Husain, Mofazzal; G.S.C., Srikanth; Thorpunuri, Swapna; Datta, Debashish; (11 pag.)US2016/280642; (2016); 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. 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 2062-98-8

Put 0.51 g (4.2 mmol) of 4-ethylphenol into a three-necked flask, add 20 mL of dichloromethane, and add 1.99 g (6 mmol) of hexafluoropropylene oxide dimer (CF3CF2CF2OCF (CF3 ) COF, provided by Zhejiang Huanxin Fluorine Materials Co., Ltd., recorded as FEOCOF), after the addition, add 0.05mL (0.0007mmol) N, N-dimethylformamide (DMF), and slowly add 0.4mL ( 0.003 mmol) dry triethylamine,After the dropwise addition was completed, the reaction was stirred at 40 C. for 2 h.After the reaction, 20 mL of deionized water was added and extracted with dichloromethane (20 mL ¡Á 3). The organic phases were combined and dried over MgSO 4, filtered, and rotary evaporated to obtain a crude product. The crude product was separated by silica gel column chromatography (eluted with petroleum ether). Agent) to obtain a colorless slightly viscous liquid, that is, the target product, with a yield of 99.1%.

The synthetic route of 2062-98-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shaanxi Normal University; Yang Le; Chen Jiangang; Liu Zhaotie; Zhang Qiyu; Li Ruiqing; Shen Shukun; Liu Zhongwen; (11 pag.)CN110776426; (2020); A;,
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. 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;,
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2062-98-8, 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. 2062-98-8 name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, 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.

Example 11 A mixture of ethanolamine (13 g, 28 mmole) and ether (30 mL) was cooled to 15 C. Perfluoro-2-methyl-3-oxahexanoyl fluoride (33 g in ether 50 mL) was added dropwise to keep the reaction temperature below 25 C. 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%. H NMR (CDCl3) 1.67 (br s, 1H), 3.57 (m, 2H), 3.80 (t, J=5 Hz, 2H), 6.91 (br s, 1H) ppm. F NMR (CDCl3) -81.2 (dm, J=148 Hz, 1F), -81.7 (t, J=7 Hz, 3F), -82.7 (d, J=3 Hz, 3F), -85.2 (dm, J=148 Hz, 1F), -130.1 (s, 2F), -133.2 (m, 1F) ppm. The product is N-(perfluoro-2-methyl-3-oxahexanoyl)-2-aminoethanol.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Perfluoro(2-methyl-3-oxahexanoyl) fluoride, and friends who are interested can also refer to it.

Reference:
Patent; E.I.DU PONT DE NEMOURS AND COMPANY; US2010/233419; (2010); A1;,
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