Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, 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 52189-63-6, Application In Synthesis of 1-Fluoro-3,5-dimethoxybenzene

To a -30 C. solution of 1-fluoro-3,5-dimethoxybenzene (1.56 g, 10 mmol) in 10 mL of CH2Cl2 was added 10 mL of BBr3/CH2Cl2 at while the solution was stirring. The reaction mixture was stirred at -30 C. for 2 h and then allowed to warm up to RT overnight. To the reaction mixture was added water and the product was extracted with EtOAc (3*10 mL). The organic layers were washed with water (10 mL) and brine (10 mL), dried over anhydrous sodium sulfate, then the combined organic layers were concentrated under reduced pressure to afford a crude product. The residue was purified by flash chromatography (1:1 EtOAc/hexanes) to give 5-fluorobenzene-1,3-diol as a yellow solid (1.2 g, 93%). MS (ES+) C6H5FO2 requires: 128. found: 129 [M+H]+.

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; Board of Regents, The University of Texas System; Palmer, Wylie; Jones, Philip; Liu, Gang; Petrocchi, Alessia; Reyna, Naphtali; Subrumanian, Govindan; Theroff, Jay; Yau, Anne; (114 pag.)US2016/60260; (2016); A1;,
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Synthetic Route of 1836-62-0, These common heterocyclic compound, 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, 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.

Compound 5a (100 mg, 0.42 mmol), and 2-(2-methoxyphenoxy)ethanamine (84 mg, 0.50 mmol) were added to ethanol and theresulting heterogeneous solution was reuxed for 24 h. Themixture was cooled to room temperature and ltered through a padof celite and the ltrate was concentrated under reduced pressure.The residue was puried by ash chromatography on silica-gelwith 10% methanol in ethyl acetate. Yielding 83% compound 9a(176 mg) as a white solid. Compound 9b was synthesized followingthe procedure of preparation 9a.

The synthetic route of 1836-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Yao; Chen, Shujun; Cao, Ying; Zhou, Pingzheng; Chen, Zhipeng; Cheng, Kui; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 253 – 266;,
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Adding a certain compound to certain chemical reactions, such as: 101-55-3, name is 1-Bromo-4-phenoxybenzene, 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 101-55-3, SDS of cas: 101-55-3

A THF solution (15 mL) of 1-bromo-4-phenoxybenzene (2.48 g, 10 mmol) was added dropwise to a mixture of Mg (288 mg, 12 mmol) and a small amount of iodine in anhydrous THF (10 mL). After refluxing for 1 h, the Grignard reagent of (4-phenoxyphenyl)magnesium bromide was obtained, which was dissolved in THF and added dropwise to a cooled (-78 C) solution of ethyl pyruvate (1.16 g, 10 mmol). After completion of the addition, the reaction temperature was slowly allowed to rise to 20 C and kept overnight. The reaction mixture was poured into an ice solution of HCl and then extracted with methylene chloride (3 × 40 mL). The methylene chloride extract was washed with brine (30 mL) and dried with MgSO4. Evaporation of methylene chloride at reduced pressure afforded the crude product. After purification by flash column chromatography, the intermediate 7 (1.49 g) was obtained as a pale yellow oil in a yield of 52%. 1H NMR (600 MHz, CDCl3): delta 1.27 (t, J = 7.2 Hz, 1H, CH3), 1.77 (s, 3H, CH3), 3.78 (s, 1H, OH), 4.22-4.27 (m, 2H, CH2), 6.97 (d, J = 9.0 Hz, 2H, ArH), 7.01 (d, J = 7.8 Hz, 2H, ArH), 7.11 (t, J = 7.5 Hz, 1H, ArH), 7.34 (t, J = 7.8 Hz, 2H, ArH), 7.51 (d, J = 8.4 Hz, 2H, ArH).

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, 1-Bromo-4-phenoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Fu; Li, Hui; Wang, Le; Yang, Wen-Chao; Wu, Jia-Wei; Yang, Guang-Fu; Bioorganic and Medicinal Chemistry; vol. 19; 15; (2011); p. 4608 – 4615;,
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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. 16452-01-0, name is 3-Methoxy-4-methylaniline, A new synthetic method of this compound is introduced below., COA of Formula: C8H11NO

General procedure: 1,3-bis(3,4-dichlorophenyl)urea (1). 3,4-dichlorophenylisocyanate (200 mg, 1.064 mmol) and 3,4-dichloroaniline (172 mg, 1.064 mmol) were dissolved in 10 mL of anhydrous dioxane. The reaction mixture was warmed to 55 C, stirred under nitrogen over night and then cooled to room temperature (RT). The solvent was removed under vacuum and the crude was crystallized twice in ethyl acetate/hexane to afford 1 (181 mg, 49%).

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:
Article; Denoyelle, Severine; Chen, Ting; Chen, Limo; Wang, Yibo; Klosi, Edvin; Halperin, Jose A.; Aktas, Bertal H.; Chorev, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 402 – 409;,
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Synthetic Route of 1484-26-0, The chemical industry reduces the impact on the environment during synthesis 1484-26-0, name is 3-Benzyloxyaniline, I believe this compound will play a more active role in future production and life.

General procedure: To a solution containing para-chloro-meta-fluoroaniline (10.0 g, 70.1 mmol) in 600 mL THF at 0 °C was added Et3N (9.11 mL, 70.1 mmol) followed by ethyl oxalylchloride (7.70 mL, 70.1 mmol) dropwise over 15 minutes. The reaction mixture was warmed to room temperature and stirred for 18 hrs. The reaction mixture was filtered and the filter cake was washed with one-300 mL portion of ethyl acetate. The organic phase was washed with two-100 mL portions of 1M HCl, dried over MgSO4, filtered, and concentrated to give the product. Recrystallization from hot Et2O gave 14.4 g (84percent) of 27 as a colorless crystalline 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-Benzyloxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lalonde, Judith M.; Elban, Mark A.; Courter, Joel R.; Sugawara, Akihiro; Soeta, Takahiro; Madani, Navid; Princiotto, Amy M.; Kwon, Young Do; Kwong, Peter D.; Scho?n, Arne; Freire, Ernesto; Sodroski, Joseph; Smith III, Amos B.; Bioorganic and Medicinal Chemistry; vol. 19; 1; (2011); p. 91 – 101;,
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Some common heterocyclic compound, 143-24-8, name is 2,5,8,11,14-Pentaoxapentadecane, molecular formula is C10H22O5, 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. Computed Properties of C10H22O5

General procedure: General Experimental Procedure Use a 300 milliliter (mL), High Pressure HASTELLOY C-276 Parr reactor with a glass insert as a reaction vessel. Charge 90 mL of acetic acid (S.D. Fine-Chem Ltd.) into the reactor. Add a known amount of polyether polyol and/or derivative thereof to the acetic acid. Add 4 mL of a 55 % (weight/weight) aqueous solution of hydrogen iodide (HI) (Merck) or 3.73 gram (g) I2 to the reactor, then close the reactor and mount it on a reactor stand. Flush void space within the reactor two times with gaseous nitrogen (200 psig (- 1.38 MPa). Feed H2 into the reactor up to a pressure of 500 psig (~3.45 MPa) and heat reactor contents, with stirring at a rate of 1000 revolutions per minute (rpm) up to a temperature of 210 C. Add sufficient additional H2 to the reactor to increase pressure within the reactor up to 1000 psig (~6.89 MPa). After 45 minutes of reaction time, remove a sample of vapor phase within the reactor using a gas sampling vessel. Analyze the sample via gas chromatography (GC) (Agilent 7890 with two thermal conductivity detectors (TCDs) and one flame ionization detector (FID)). Use a PoraPlot Q (Varian CP7554) column to separate carbon dioxide (C02), olefins and alkanes. Use a CP Wax (Varian CP7558) column to separate oxygenates and a molecular sieve (Molsieve) (Varian CP7539) column to separate hydrogen, nitrogen and lower hydrocarbons. The reaction is continued in this fashion for a desired period of time. Based upon the vapor phase composition, calculate the mole percent (mol ) of polyol present in the crude stream corresponding to the olefin formed. The liquid phase is analyzed on GC (Liquid sample GC analysis is carried out using an Agilent 7890 gas chromatogram fitted with a split-splitless capillary injector with a split injector liner, tapered, low pressure drop with glass wool and flame ionization detector. The injection volume used is 1 microliter and split ratio is 1:20. The GC method uses a combined DB1701 and HP5 GC columns. Samples are injected using an Agilent 7683B auto injector. Example 5 Replicate Example 1, except substitute 0.66 moles of tetraethylene glycol monomethyl ether (TEGMME) for the DEG; HI (0.029), AcOH (90 mL), T (210 C), time (360 min), H2 (300 psig). After 360 minutes, conversion of TEGDME is 26 , with selectivity to ethylene, ethane and C02 being 82, 18 and 0 %, respectively.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 143-24-8, its application will become more common.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; DESHPANDE, Raj; DAVIS, Paul; PANDEY, Vandana; KORE, Nitin; BRIGGS, John R.; WO2013/90077; (2013); A2;,
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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. 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1-Bromo-2-(2-bromoethoxy)ethane

2,5-Diamino-3-chloro-benzonitrile (387 mg), bis- (2-bromoethyl) ether (0.35 mL) and N, N-diisopropyl-ethylamine (1.25 mL) were mixed in N, N-dimethylformamide (4 mL) and heated to 180C for 30 minutes in a sealed microwave process vial. Saturated aqueous bicarbonate (20 mL) was added and the crude mixture was extracted with ethyl acetate (20 mL). The organic phase was washed with water (20 mL) and brine (20 mL), dried over sodium sulfate and concentrated in vacuo to furnish 0.50 g (91%) of the title compound as a brown solid. LC-MS (m/z) 238 (MH+) ; tR = 2. 31, (UV, ELSD) 85%, 95%. 1H NMR (500 MHz, DMSO-d6): 2.97 (m, 4H), 3.69 (m, 4H), 5.59 (s, 2H), 7.04 (d, 1H), 7.29 (d, 1H).

The synthetic route of 5414-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; WO2005/87754; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 645-36-3, name is 2,2-Diethoxyethanamine, 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 645-36-3, Recommanded Product: 2,2-Diethoxyethanamine

To a stirred solution of triphosgene (1.94 g, 6.54 mmol) in 30.0 mL of DCM was added mixture of 4-(aminomethyl) benzonitrile hydrochloride (3.0 g, 17.7 mmol) and DIPEA (4.65 g) in 30.0 mL of DCM at 0 C followed by stirring for 30 min at 0 C. To this reaction mixture were added mixture of 2,2-diethoxyethan-l-amine (2.36 g, 17.7 mmol) and DIPEA (4.50 g) in 30.0 mL of DCM at 0 C followed by stirring for 30 min at 0 C. The reaction mixture was quenched with water and extracted with ethyl acetate. The combined extracts were washed with brine solution, dried over anhydrous sodium sulphate and concentrated to give the title compound (4.0 g, 78.43 %). LCMS [M+H] + 292.3.

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; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; CHIKKANNA, Dinesh; PANIGRAHI, Sunil Kumar; SAMMETA, Srinivasa Raju; GERD, Wohlfahrt; MIKKO, Myllymaki; (157 pag.)WO2019/180628; (2019); A1;,
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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. 17715-69-4, name is 1-Bromo-2,4-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-2,4-dimethoxybenzene

General procedure: A suspension of Pd2(dba)3 (6.9 mg, 0.0075 mmol), tBu3PHBF4 (8.7 mg,0.03 mmol), KOH (42 mg, 0.75 mmol), aryl bromide 9 (0.36 mmol) and tetralone 10(0.3 mmol) in a mixture of dioxane/water (4:1, v/v, 3 mL) was degassed and heated under Ar and microwave irradiation (80W of initial power, 100 °C, 40min, infrared probe). Then, the mixture was allowed to cool to rt, diluted in AcOEt, washed with saturated NH4Cl solution, dried over anhydrous Na2SO4,filtered and concentrated under reduced pressure. The crude material was purified by silica gel chromatography.

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 17715-69-4.

Reference:
Article; Manvar, Dinesh; Fernandes, Talita De A.; Domingos, Jorge L.O.; Baljinnyam, Erdenechimeg; Basu, Amartya; Junior, Eurides F.T.; Costa, Paulo R.R.; Kaushik-Basu, Neerja; European Journal of Medicinal Chemistry; vol. 93; (2015); p. 51 – 54;,
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Synthetic Route of 162705-07-9, 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. 162705-07-9 name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, 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: 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.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, and friends who are interested can also refer to it.

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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