Tag: M.W=300-400

Synthetic Route of 2062-98-8, A common heterocyclic compound, 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, molecular formula is C6F12O2, 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.

In an argon atmosphere, put 0.50 g (4.2 mmol) of 4-hydroxystyrene into a three-necked flask, add 20 mL of dichloromethane, and add 1.99 g (6 mmol) of hexafluoropropylene oxide di containing acid fluoride end groups while stirring. Polymer (CF3CF2CF2OCF (CF3) COF, provided by Zhejiang Huanxin Fluoro Material Co., Ltd., recorded as FEOCOF), after the addition, 0.05 mL (0.0007 mmol) DMF was added, and 0.4 mL (0.003 mmol) of dry After triethylamine was added dropwise, the reaction was stirred at 40 C for 4h. After the reaction, 20 mL of deionized water was added and extracted with dichloromethane (20 mL × 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 (washed with petroleum ether). Remover) to obtain a colorless slightly viscous liquid, the target product, with a yield of 99.5%

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,
Ether | (C2H5)2O – PubChem

Synthetic Route of 162705-07-9, 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 162705-07-9 as follows.

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 (3×15 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.

According to the analysis of related databases, 162705-07-9, the application of this compound in the production field has become more and more popular.

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);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products 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.

Example 11 (Z)-3-((2-methoxy-5-((Z)-3,4,5-trimethoxystyryl)phenyl)amino)-1-(3,4,5-trimethoxyphenyl) prop-2-en-1-one (10x) To a stirred solution of (Z)-2-methoxy-5-(3,4,5-trimethoxystyryl)aniline (5d) (100 mg, 0.317 mmol) in ethanol (5 ml) 1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one (6x) (69.7 mg, 0.317 mmol) was added. The reaction mixture was stirred at a temperature of 30 C. for 4 h and the reaction was monitored by TLC using ethyl acetate/hexane (1:1) as a solvent system. Then water (10 ml) was added to reaction mixture. A yellow colour solid appears which was filtered and washed with ethanol. (yield: 120 mg, 70%); mp: 120-122 C.; 1H NMR (CDCl3, 500 MHz) delta (ppm): 12.09 (d, J=12.5 Hz, NH), 7.23-7.21 (m, 1H), 7.2 (s, 2H), 7.15 (d, J=1.8 Hz, 1H), 6.96 (dd, J=6.56 Hz, 1.8 Hz, 1H), 6.82 (d, J=8.3 Hz, 1H), 6.54 (s, 2H), 6.49 (q, J=12.2 Hz, 2.44 Hz, 2H), 5.92 (d, J=7.9 Hz, 1H), 3.96 (s, 3H), 3.93 (s, 6H), 3.9 (s, 3H), 3.85 (s, 3H), 3.71 (s, 3H); FABMAS:(M+H)=536.

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:
Patent; Council of Scientific and Industrial Research; Ahmed, Kamal; Gajjela, Bharath Kumar; Anver, Basha Shaik; Vangala, Santhosh Reddy; Mahesh, Rasala; US2015/322009; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products 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.

Example 11 (Z)-3-((2-methoxy-5-((Z)-3,4,5-trimethoxystyryl)phenyl)amino)-1-(3,4,5-trimethoxyphenyl) prop-2-en-1-one (10x) To a stirred solution of (Z)-2-methoxy-5-(3,4,5-trimethoxystyryl)aniline (5d) (100 mg, 0.317 mmol) in ethanol (5 ml) 1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one (6x) (69.7 mg, 0.317 mmol) was added. The reaction mixture was stirred at a temperature of 30 C. for 4 h and the reaction was monitored by TLC using ethyl acetate/hexane (1:1) as a solvent system. Then water (10 ml) was added to reaction mixture. A yellow colour solid appears which was filtered and washed with ethanol. (yield: 120 mg, 70%); mp: 120-122 C.; 1H NMR (CDCl3, 500 MHz) delta (ppm): 12.09 (d, J=12.5 Hz, NH), 7.23-7.21 (m, 1H), 7.2 (s, 2H), 7.15 (d, J=1.8 Hz, 1H), 6.96 (dd, J=6.56 Hz, 1.8 Hz, 1H), 6.82 (d, J=8.3 Hz, 1H), 6.54 (s, 2H), 6.49 (q, J=12.2 Hz, 2.44 Hz, 2H), 5.92 (d, J=7.9 Hz, 1H), 3.96 (s, 3H), 3.93 (s, 6H), 3.9 (s, 3H), 3.85 (s, 3H), 3.71 (s, 3H); FABMAS:(M+H)=536.

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:
Patent; Council of Scientific and Industrial Research; Ahmed, Kamal; Gajjela, Bharath Kumar; Anver, Basha Shaik; Vangala, Santhosh Reddy; Mahesh, Rasala; US2015/322009; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, 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 2062-98-8, SDS of cas: 2062-98-8

General procedure: To a magnetic stirred solution of 15.6 g triethylamine (0.15 mol) and 10.10 g allyl alcohol (0.17 mol) in anhydrous chloroform (150 mL) in a dry three-neck flask, 74.90 g perfluoro-2,5-dimethyl-3,6-dioxa-nonanoyl fluoride (0.15 mol) were added dropwise over a period of 3 h under agitation at 0 C. The reaction mixture was stirred for a further 12 h, with the temperature of reaction mass being maintained at room temperature. Distilled water was added to extract the triethylammonium fluoride and the unreacted allyl alcohol at the end of the reaction. The chloroform layer was dried over anhydrous sodium sulfate, and the major portion of the chloroform was distilled off in the vacuum of a water-jet pump over water. Additionally, the crude product was obtained and distilled under reduced pressure to give the pure product.

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, Perfluoro(2-methyl-3-oxahexanoyl) fluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Shi, Xiang; Shi, Hongxin; Wu, Hongke; Shen, HaiMin; Research on Chemical Intermediates; vol. 44; 9; (2018); p. 5091 – 5105;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, A new synthetic method of this compound is introduced below., Recommanded Product: (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline

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 (3×15 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.

The synthetic route of 162705-07-9 has been constantly updated, and we look forward to future research findings.

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);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 162705-07-9 as follows. HPLC of Formula: C18H21NO4

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.

According to the analysis of related databases, 162705-07-9, the application of this compound in the production field has become more and more popular.

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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 207226-31-1, name is 1,3-Dibromo-5-(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 207226-31-1, SDS of cas: 207226-31-1

Dibromide D-l-2a (3.0 g, 9.38 mmol), sodium-tert-butoxide (1.26 mg, 13.13 mmol), BINAP (584 mg, 0.938 mmol) and tris-(dibenzylideneacetone)-palladium (85.9 mg, 0.094 mmol) are suspended in 60 mL toluene, combined with benzophenonimine (2.04 g, 11.25 mmol), and refluxed under an argon atmosphere for 3 d. Then the reaction mixture is filtered and the solvent is eliminated by distillation.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Dibromo-5-(trifluoromethoxy)benzene, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/3999; (2009); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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

Step 1): To a solution of (S)-4-phenyl-2-oxazolidinone (41 g, 0.25 mol) in CH2Cl2 (200 mL), was added 4-dimethylaminopyridine (2.5 g, 0.02 mol) and triethylamine (84.7 mL, 0.61 mol) and the reaction mixture was cooled to 0 C. Methyl-4-(chloroformyl)butyrate (50 g, 0.3 mol) was added as a solution in CH2Cl2 (375 mL) dropwise over 1 h, and the reaction was allowed to warm to 22 C. After 17 h, water and H2SO4 (2N, 100 mL), was added the layers were separated, and the organic layer was washed sequentially with NaOH (10%), NaCl (sat’d) and water. The organic layer was dried over MgSO4 and concentrated to obtain a semicrystalline product. Step 2): To a solution of TiCl4 (18.2 mL, 0.165 mol) in CH2Cl2 (600 mL) at 0 C., was added titanium isopropoxide (16.5 mL, 0.055 mol). After 15 min, the product of Step 1 (49.0 g, 0.17 mol) was added as a solution in CH2Cl2 (100 mL). After 5 min., diisopropylethylamine (DIPEA) (65.2 mL, 0.37 mol) was added and the reaction mixture was stirred at 0 C. for 1 h, the reaction mixture was cooled to -20 C., and 4-benzyloxybenzylidine(4-fluoro)aniline (114.3 g, 0.37 mol) was added as a solid. The reaction mixture was stirred vigorously for 4 h at -20 C., then acetic acid was added as a solution in CH2Cl2 dropwise over 15 min, the reaction mixture was allowed to warm to 0 C., and H2SO4 (2N) was added. The reaction mixture was stirred an additional 1 h, the layers were separated, washed with water, separated and the organic layer was dried. The crude product was crystallized from ethanol/water to obtain the pure intermediate. Step 3): To a solution of the product of Step 2 (8.9 g, 14.9 mmol) in toluene (100 mL) at 50 C., was added N,O-bis(trimethylsilyl)acetamide (BSA) (7.50 mL, 30.3 mmol). After 0.5 h, solid TBAF (0.39 g, 1.5 mmol) was added and the reaction mixture stirred at 50 C. for an additional 3 h. The reaction mixture was cooled to 22 C., CH3OH (10 mL), was added. The reaction mixture was washed with HCl (1 N), NaHCO3 (1 N) and NaCl (sat’d.), and the organic layer was dried over MgSO4. Step 4): To a solution of the product of Step 3 (0.94 g, 2.2 mmol) in CH3OH (3 mL), was added water (1 mL) and LiOH.H2O (102 mg, 2.4 mmole). The reaction mixture was stirred at 22 C. for 1 h and then additional LiOH.H2O (54 mg, 1.3 mmole) was added. After a total of 2 h, HCl (1 N) and EtOAc was added, the layers were separated, the organic layer was dried and concentrated in vacuo. To a solution of the resultant product (0.91 g, 2.2 mmol) in CH2Cl2 at 22 C., was added ClCOCOCl (0.29 mL, 3.3 mmol) and the mixture stirred for 16 h. The solvent was removed in vacuo. Step 5): To an efficiently stirred suspension of 4-fluorophenylzinc chloride (4.4 mmol) prepared from 4-fluorophenylmagnesium bromide (1 M in THF, 4.4 mL, 4.4 mmol) and ZnCl2 (0.6 g, 4.4 mmol) at 4 C., was added tetrakis(triphenyl-phosphine)palladium (0.25 g, 0.21 mmol) followed by the product of Step 4 (0.94 g, 2.2 mmol) as a solution in THF (2 mL). The reaction was stirred for 1 h at 0 C. and then for 0.5 h at 22 C. HCl (1 N, 5 mL) was added and the mixture was extracted with EtOAc. The organic layer was concentrated to an oil and purified by silica gel chromatography to obtain 1-(4-fluorophenyl)-4(S)-(4-hydroxyphenyl)-3(R)-(3-oxo-3-phenylpropyl)-2-azetidinone: HRMS calc’d for C24H19F2NO3=408.1429, found 408.1411.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 70627-52-0, its application will become more common.

Reference:
Patent; Veltri, Enrico P.; US2006/69080; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, 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 2062-98-8, COA of Formula: C6F12O2

While the solution containing compound (c1-1) was stirred at 0C, 1.7 g of triethylamine was added. Then, 4.4g of 2-(heptafluoropropoxy)-2,3,3,3-tetrafluoropropionic acid fluoride (compound d1-1) was dropwise added. After completionof dropwise addition, the solution was stirred at room temperature for 1 hour to obtain a solution containingcompound (m1-1). The solution containing compound (m1-1) was poured into ice water, followed by extraction three times withethyl acetate. Then, the resulting organic layer was dried over magnesium sulfate to remove the solvent, and the residuewas purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1/2 (volume ratio)) to obtain 2.0 g ofcompound (m1-1). Compound (m1-1) was identified by 1H-NMR and 19F-NMR. NMR spectra of compound (m1-1): 1H-NMR (300.4MHz, solvent:CDCl3, standard:TMS) delta (ppm): 1.85(s, 6H), 4.27(t, J=4.8, 2H), 4.52(t, J=4.8, 2H),5.87(dd, J=10.5, 10.8, 1 H), 6.16(dd, J=10.5, 17.1, 1H), 6.45(dd, J=17.1, 17.4, 1H), 6.92(d, J=9.0, 2H), 7.90(d,J=9.0, 2H). 19F-NMR(282.7MHz, solvent:CDCl3, standard:CFCl3)delta5(ppm):-132.0(m, 1F), – 129.6(m, 2F), -85.4(m, 1F), -81.2(m, 6F), -79.5(m, 1F).

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; Asahi Glass Company, Limited; ITO, Masahiro; TSURUOKA, Kaori; EP2792665; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem