Extracurricular laboratory: Synthetic route of 4-Methoxy-2-(trifluoromethyl)aniline

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Adding a certain compound to certain chemical reactions, such as: 53903-49-4, name is 4-Methoxy-2-(trifluoromethyl)aniline, 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 53903-49-4, Quality Control of 4-Methoxy-2-(trifluoromethyl)aniline

Dissolve 4-methoxy-2-(trifluoromethyl)aniline (4.8 g, 25.1 mmol) in dichloromethane (10 mL),Triethylamine (5.0 g, 50.0 mmol) was addedAnd acetic anhydride (5.0 g, 50.0 mmol).The reaction solution was stirred at room temperature overnight.After the reaction was completed, water (100 mL) was added.Extract with dichloromethane (100 mL x 3).Combine the organic phase,The organic phase was washed with saturated brine (100 mL).Drying with anhydrous sodium sulfateConcentration under reduced pressure gave a grey solid.The gray solid was washed with a mixture of petroleum ether and ethyl acetate (20:1).A white solid was obtained (5.4 g, yield: 92.3%).

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; Tianjin Binjiang Pharmaceutical Research And Development Co., Ltd.; Tian Hongqi; Huang Gongchao; Cheng Ying; (48 pag.)CN107793413; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Simple exploration of 4-Methoxy-2-(trifluoromethyl)aniline

The synthetic route of 53903-49-4 has been constantly updated, and we look forward to future research findings.

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. 53903-49-4, name is 4-Methoxy-2-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Formula: C8H8F3NO

2-Amino-5-methoxy-benzotrifluoride (10.46 mmol), K3PO4 (15.7 mmol), Xphos (1.05 mmol) and Pd4(dba)3 (0.314 mmol) were added under nitrogen to a solution of 4-bromo-2-fluoro-benzonitrile (10.46 mmol) in 50 mL toluene and the mixture was stirred for 20 hours at a bath temperature of 110 C. Then the mixture was filtered through a glass fibre filter, then the filtrate was extracted with 150 mL water. The organic phase was dried on sodium sulphate and evaporated down. In this way the product was obtained in a yield of 87% of theory. C15H10F4N2O (310.2) Mass spectrum (ESI): [M+H]+=311 [M-H]-=309 Thin layer chromatograph (silica gel; petroleum ether/ethyl acetate 7:3): Rf=0.48

The synthetic route of 53903-49-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/208823; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Share a compound : 53903-49-4

The synthetic route of 4-Methoxy-2-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference of 53903-49-4, 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. 53903-49-4, name is 4-Methoxy-2-(trifluoromethyl)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(c) 4-Methoxy-6-(methylthiomethyl)-2-(alpha,alpha,alpha-trifluoromethyl)aniline was prepared by substituting 4-methoxy-2-(alpha,alpha,alpha-trifluoromethyl)aniline as follows: In a 250 ml three-necked flask equipped with an overhead stirrer was placed 20.12 g (0.105 mol) of 4-methoxy-2-(alpha,alpha,alpha-trifluoromethyl)aniline in 100 ml of methylene chloride. To the solution was then added 15.63 g (0.117 mol) of N-chlorosuccinimide was added with vigorous stirring. After cooling to 0 C. under a nitrogen atmosphere, a solution of 9.2 ml (8.02 g, 0.129 mol) dimethylsulfide in 40 ml of methylene chloride was then added over a one hour period while maintaining the temperature below 5 C. The reaction mixture became very thick. The ice bath was removed and after stirring at room temperature for one hour, 200 ml of ice cold 5% aqueous sodium hydroxide solution was added. The methylene chloride layer was separated, dried over anhydrous potassium carbonate, filtered and the solvent removed under reduced pressure. To the residue was then added 60 ml of 1,2-dichloroethane and 1.00 g (10 mmol) of succinimide. After refluxing for twelve hours under a nitrogen atmosphere, the reaction mixture was cooled, washed twice with 100 ml of 5% sodium hydroxide solution, dried with magnesium sulfate, filtered and concentrated under reduced pressure to afford 24.9 g of a black oil. This was distilled under reduced pressure to afford 16.5 g (63% yield) of the desired product as a clear, colorless liquid (Bp 106-110 at 0.35 mm Hg) of 95% purity as assayed by gas chromatography; 1 H NMR analysis indicated: (delta, CDCl3) 6.94 (d, J=1.8 Hz, 1H), 6.78 (d, J=1.8 Hz, 1H), 4.32 (br s, 2H, NHz), 3.54 (s, 3H), 3.51 (s, 2H) and 1.82 (s, 3H). Mass spectrum analysis indicated: (m/e) 251 (M+), 204 (100%) and 181.

The synthetic route of 4-Methoxy-2-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.