Introduction of a new synthetic route about 384-16-7

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Adding a certain compound to certain chemical reactions, such as: 384-16-7, name is 2-Bromo-1-chloro-3-(trifluoromethyl)benzene, belongs to chlorides-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 384-16-7, Formula: C7H3BrClF3

Under nitrogen substitution,2-Bromo-3-chlorobenzotrifluoride (212 mg)Of tetrahydrofuran (0.7 mL)Was added isopropyl magnesium chloride / lithium chloride complex / tetrahydrofuran solution (1.3 M, 0.63 mL) dropwise at room temperature and stirred for 1 hour.This solution was added to the ice-cooled compound (172 mg) obtained in Example 46c,In diethyl ether (3 mL) over 5 minutes.Thereafter, the mixture was stirred under ice-cooling for 2 hours and at room temperature for 2.5 hours.Since the reaction was not completed,Again 2-bromo-3-chlorobenzotrifluoride (212 mg),From isopropyl magnesium chloride / lithium chloride complex / tetrahydrofuran solution (1.3 M, 0.63 mL)Grignard reagent was prepared by the same operation as above,Was added dropwise to the ice-cooled reaction solution over 5 minutes.After stirring for 1 hour under ice cooling, 0.5N hydrochloric acid was added and the mixture was extracted with ethyl acetate.The extract layer was washed successively with water, saturated aqueous sodium hydrogen carbonate solution and saturated brine,After drying with anhydrous sodium sulfate and filtration, the solvent was distilled off under reduced pressure.The obtained residue was purified by silica gel column chromatography (ethyl acetate / hexane) to obtain the title compound (71.0 mg) as a colorless transparent gummy solid.

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; DAIICHI SANKYO COMPANY LIMITED; NAGAMOCHI, MASATOSHI; KOZAWA, YUJI; INAGAKI, HIROAKI; GOTANDA, KENTOKU; NOGUCHI, TETSUJI; TORIHATA, MUNEFUMI; YOSHINO, TOSHIHARU; ISOBE, TAKASHI; (113 pag.)JP2016/141632; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The origin of a common compound about 384-16-7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 384-16-7, its application will become more common.

Some common heterocyclic compound, 384-16-7, name is 2-Bromo-1-chloro-3-(trifluoromethyl)benzene, molecular formula is C7H3BrClF3, 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. Safety of 2-Bromo-1-chloro-3-(trifluoromethyl)benzene

2-Bromo-1-chloro-3-trifluoromethylbenzene (2.49 g)In tetrahydrofuran (25 mL) at -78 C.,n-Butyllithium (1.58 N hexane solution, 6.10 mL) was added,And the mixture was stirred at the same temperature for 30 minutes.Then, the obtained lithio compoundAt -78 C.,Imidazo [1,5-a] pyridine-3-carboxaldehyde (700 mg) in tetrahydrofuran (25 mL), and the mixture was stirred at -78 C. for 1 hour. Water was added to the reaction solution, and the mixture was extracted three times with ethyl acetate. The organic layer was dried over magnesium sulfate, concentrated under reduced pressure, and then purified by silica gel column chromatography (ethyl acetate / hexane) to obtain the title compound (1.22 g) as a pale yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 384-16-7, its application will become more common.

Reference:
Patent; DAIICHI SANKYO COMPANY LIMITED; NAGAMOCHI, MASATOSHI; KOZAWA, YUJI; INAGAKI, HIROAKI; GOTANDA, KENTOKU; NOGUCHI, TETSUJI; TORIHATA, MUNEFUMI; YOSHINO, TOSHIHARU; ISOBE, TAKASHI; (113 pag.)JP2016/141632; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics