Ethers-buliding-blocks

Application of 162705-07-9, These common heterocyclic compound, 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, 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.

General procedure: The corresponding N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl-oxycarbonyl) amino acids 20a-h (0.47 mmol) were dissolved in 50 mL of anhydrous CH2Cl2 and cooled to 0 C. 1-Hydroxybenzotriazole (HOBt) (0.7 mmol) and EDCI (0.56 mmol) were added, and the mixture was stirred for 30 min at 0 C. Subsequently, 0.39 mmol of compound 3 and finally 2.4 mL of N-ethyl diisopropylamine were added. The mixture was stirred for 16 h at ambient temperature. The solvent was removed under reduced pressure and the residue was purified by flask-column chromatography (gradient elution with mixtures of chloroform/methanol) on silica gel as monitored by TLC. Synthesized target compounds 21a-h were characterized by mp, IR, ESR and HRMS analyses.

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

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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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 10272-07-8 as follows. Quality Control of 3,5-Dimethoxyaniline

Step 1: 1 -Fluoro-3 ,5-dimethoxybenzene[0360] To a mixture of 3,5-dimethoxybenzenamine (6.12 g, 40.0 mmol) and tetrafluoroboric acid (8% solution, 70 mL) was added dropwise a solution of sodium nitrite (2.84 g, 41.2 mmol) in water (10 mL). After stirring at room temperature for 30 min, the reaction mixture was filtered. The solid was collected and washed with water (2×10 mL) and dried under high vacuum. The resulting red solid was suspended in dry hexane (50 mL) and heated to reflux for 2 hr. The mixture was filtered and the filtrate was concentrated to give the crude product as a yellow oil (3.03 g, Yield: 48.5%). MS (ESI) m/z = 157 [M + H]+.

According to the analysis of related databases, 10272-07-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; GLAXOSMITHKINE LLC; XIA, Yi; ALLEY, Michael, Richard Kevin; ZHOU, Yasheen; SINGH, Rajeshwar; DING, Charles; CAO, Kathy; PLATTNER, Jacob, J.; OU, Ligong; JIA, Guofeng; SARASWAT, Neerja; RAMACHANDRAN, Sreekanth; ZHOU, Ding; WO2011/17125; (2011); A1;,
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These common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, 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. Formula: C13H20O3

To a solution of compound 13 (57.1 mg, 0.245 mmol) in 2 mL CH3CN, triethylorthobenzotate (170 muL, 0.735 mmol) and camphorsulfonic acid (11.4 mg,0.049 mmol) were added. The mixture was refluxed at 85 C for 4 h afterwhich TLC indicated full conversion and quenched by adding Et3N. The mixture was concentrated and theresidue was re-dissolved in 1 mL pyridine and 0.5 mL Ac2O was added. The mixture was stirred at roomtemperature for 2 h after which TLC indicated full conversion. The mixture was concentrated underreduced pressure. The residue was dissolved in 2 mL CH3OH and 1 M HCl (1.5 mL) was added. Themixture was stirred for 5 min and extracted with CH2Cl2. The combined organic layers were dried overNa2SO4 and concentrated. The residue was purified by column chromatography to afford 14 as light yellowsyrup (79.1 mg, 85percent).

The synthetic route of (Triethoxymethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Lihao; Fan, Fei; Wu, Haotian; Gao, Lei; Zhang, Ping; Sun, Tiantian; Yang, Chendong; Yu, Guangli; Cai, Chao; Synlett; vol. 29; 20; (2018); p. 2701 – 2706;,
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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. 22483-09-6, name is 2,2-Dimethoxyethanamine, A new synthetic method of this compound is introduced below., Quality Control of 2,2-Dimethoxyethanamine

General procedure: Benzaldehyde derivatives (1500 mg, 13.13 mmol) and Aminoacetaldehyde dimethyl acetal (19.70 mmol) were dissolved in 15 mL of methanol, NaBH(OAc)3 (19.70 mmol) was added at 0 C slowly in 3h. The reaction mixture was stirred at room temperature overnight and concentrated under reduced pressure. The residue was extracted with dicloromethane (DCM, 15 mL) three times, and the combined extracts were washed with 2N KOH, brine and dried over Na2SO4. The solution was filtered and added TEA (39.40 mmol) and TsCl (21.00 mmol) at 0C and stirred at room temperature for 5h. The resulting mixture was extracted with DCM (15 mL) three times. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel flash column chromatography (PE : EA = 5:1) to give the desired product.

The synthetic route of 22483-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shi, Zeyu; Xiao, Qiong; Yin, Dali; Chinese Chemical Letters; (2019);,
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Electric Literature of 701-56-4, 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. 701-56-4 name is 4-Methoxy-N,N-dimethylaniline, 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.

General procedure: Charged a round bottom flask with N-methylaniline 1 (1.5 mmol), maleimide 2 (1.0 mmol) and K2S2O8 (1.5equiv) in CH3CN (3 mL). The contents were stirred at rt for 6-8 h. After the completion of reaction (as indicated by TLC), it was quenched with water (10 mL) and extracted with ethyl acetate (3 ¡Á 10 mL). The organic phase was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to yield the crude product, which was purified by silica gel column chromatography using a mixture of EtOAc-hexane (2:8) to give the pure product 3 in excellent yields. The structure of the products was confirmed by comparison of mp and 1H, 13C NMR and MS spectral data with those reported in the literature.1

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

Reference:
Article; Yadav, Arvind K.; Yadav, Lal Dhar S.; Tetrahedron Letters; vol. 57; 13; (2016); p. 1489 – 1491;,
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Related Products of 22483-09-6, These common heterocyclic compound, 22483-09-6, name is 2,2-Dimethoxyethanamine, 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.

(4-Bromo-benzyl)-(2,2-dimethoxy-ethyl)-amine (1); 50 g (270.2 mmol) 4-bromobenzaldehyde were dissolved in 200 ml toluene and 28.4 g (270.2 mmol) aminoacetaldehyde dimethylacetal were added. After the addition of 5.1 g (27.0 mmol) p-toluenesulfonic acid monohydrate, the reaction mixture was heated under reflux in a Dean Stark apparatus. After 4 h, the reaction was cooled to room temperature and washed with saturated NaHCO3-solution (2x) and H2O. The combined aqueous layers were extracted with toluene and the combined organic layers were dried with MgSO4 and evaporated. The residue was dissolved in 200 ml ethanol and 5.11 g (135.1 mmol) sodium borohydride were added in small portions. After stirring for 2 h at room temperature and standing overnight, 5.0 ml acetic acid were added and the solvent was removed i. vac. The residue was taken up in dichloromethane and washed (2x) with H2O. After drying with MgSO4 and evaporation, 60.5 g of the title compound were obtained (crude product), which were used without further purification. Rt = 0.80 min (Method C). Detected mass: 274.1/276.1 (M+H+).

Statistics shows that 2,2-Dimethoxyethanamine is playing an increasingly important role. we look forward to future research findings about 22483-09-6.

Reference:
Patent; SANOFI-AVENTIS; WO2008/77553; (2008); 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. 710-18-9, name is 1-Methoxy-4-(trifluoromethoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 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.

The synthetic route of 710-18-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aventis Pharmaceuticals Inc.; US6423704; (2002); B1;; ; Patent; Aventis Pharmaceuticals Inc.; US6211199; (2001); B1;,
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Electric Literature of 1758-46-9,Some common heterocyclic compound, 1758-46-9, name is 2-Phenoxyethylamine, molecular formula is C8H11NO, 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.

1-114 80 mg (0.30 mmol) of N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-2,2,2-trifluoroethanethioamide 48 mul (0.36 mmol) of 2-phenyloxyethylamine 73 mg (0.33 mmol) of silver carbonate Ethanol 50¡ãC, 3.5h E 52

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Phenoxyethylamine, its application will become more common.

Reference:
Patent; Meiji Seika Pharma Co., Ltd.; Mitomi, Masaaki; Horikoshi, Ryo; Onozaki, Yasumichi; Nakamura, Satoshi; Nomura, Masahiro; Matsumura, Makoto; EP2633756; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 29578-39-0, name is 1-Bromo-3-fluoro-5-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 29578-39-0, Formula: C7H6BrFO

To a solution of 1-bromo-3-fluoro-5-methoxybenzene (15 g, 73.16 mmol), tris(2-methylphenyl)phosphane (1.781 g, 5.85 mmol) and ethyl acrylate (11.90 mL, 109.74 mmol) in TEA (135 mL) was added palladium(II) acetate (0.329 g, 1.46 mmol) under nitrogen gas atmosphere at room temperature, and the mixture was stirred at 90C for 2 days. The solvent was evaporated under reduced pressure, the residue was diluted with water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give ethyl (E)-3-(3-fluoro-5-methoxyphenyl)acrylate (14.2 g, 63.3 mmol, 87%) as a colorless oil.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, SATOSHI; SHIRAI, JUNYA; WATANABE, HIROYUKI; FUKUMOTO, SHOJI; ODA, TSUNEO; TOKUHARA, HIDEKAZU; TOMATA, YOSHIHIDE; ISHII, NAOKI; TAWADA, MICHIKO; KOUNO, MITSUNORI; OCHIDA, ATSUKO; IMADA, TAKASHI; FUKASE, YOSHIYUKI; YUKAWA, TOMOYA; (719 pag.)TW2016/2105; (2016); A;,
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Electric Literature of 101-55-3, These common heterocyclic compound, 101-55-3, name is 1-Bromo-4-phenoxybenzene, 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.

The 10.0g (42.8mmol) 4- polybrominated diphenyl ethers dissolved in 100ml of tetrahydrofuran, cooled to -20 , dropping19.2ml (48.0mmol) of n-butyllithium, the reaction was kept 1 hour after dropwise. Then dropping 6.4g (36.0mmol)A compound of formula 3 was dissolved in 30ml of tetrahydrofuran, warmed to 0 deg.] C After the addition, the reaction was continued for 1 hour.Was added dropwise 50ml of saturated ammonium chloride solution, the organic phase was separated. The organic phase was concentrated to give a yellow solid 10.8g,Yield 86.4%.

Statistics shows that 1-Bromo-4-phenoxybenzene is playing an increasingly important role. we look forward to future research findings about 101-55-3.

Reference:
Patent; Okuura Dayton (Shanghai) Pharmaceutical Co., Ltd.; Yu, Libing; Guo, Maojun; Yang, Qingang; Ren, Huasen; (19 pag.)CN105622613; (2016); A;,
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