Category: 103889-37-8

Adding a certain compound to certain chemical reactions, such as: 103889-37-8, name is 1-Chloro-3-fluoro-2-(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 103889-37-8, Recommanded Product: 1-Chloro-3-fluoro-2-(trifluoromethyl)benzene

To a solution of conc. H2S04 (3 mL) and conc. HNO3 (3 mL) was added 1-chloro- 3-fluoro-2-(trifluoromethyl)benzene (1.00 g, 5.05 mmol) at 0C. The reaction mixture was stirred at 0C for 30 minutes and at room temperature for 2 h, then poured into icecold H20 (50 mL) and extracted with EtOAc (2 x 50 mL). The organic layer was washed with H20 (100 mL) and brine (100 mL). The organic layer was separated, dried over anhydrous Na2SO4 and concentrated in vacuo. The crude residue was purified by column chromatography (silica, 100-200 mesh, 20% EtOAc in hexanes) to afford the title compounds (mixture of isomers; 1.00 g, 82%) as a yellow liquid. ; To a solution of Intermediate 6 (0.25 g, 0.64 mmol) and Intermediate JO (as a mixture of isomers) (0.78 g, 3.23 mmol) in THF (12 mL) was added 1.8M tert-butyl10 lithium solution (1.90 mL, 3.23 mmol) dropwise at -78C. The reaction mixture wasstirred at -78C for 30 minutes and at room temperature for 16 h, then quenched with brine (100 mL) and extracted with EtOAc (2 x 50 mL). The organic layer was separated, and washed with H20 (100 mL) and brine (100 mL), then dried over anhydrous Na2SO4 and concentrated in vacuo. The crude residue was purified by column chromatography(silica, 100-200 mesh, 30% EtOAc in hexanes) to afford the title compound (80% purity by LCMS) (0.12 g, 30%) as a yellow solid. oH (400 MHz, CDC13) 1.58 (m, 9H), 1.92 (s, 3H), 3.25 (s, 3H), 3.72 (d, J 14.1 Hz, 1H), 4.22 (d, J 14.1 Hz, 1H), 6.81 (t, J7.9 Hz, 1H),6.94-7.08 (m, 2H), 7.36 (d, J8.9 Hz, 1H), 7.95 (s, 1H), 8.13 (d, J8.9 Hz, 1H), 10.62 (s, 1H). LCMS (Method 1, ES+) 594 [M+lf?, 3.81 minutes.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Chloro-3-fluoro-2-(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; UCB BIOPHARMA SPRL; DE HARO GARCIA, Teresa; LOWE, Martin Alexander; MACCOSS, Malcolm; TAYLOR, Richard David; ZHU, Zhaoning; (47 pag.)WO2017/144517; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 103889-37-8, name is 1-Chloro-3-fluoro-2-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H3ClF4

Concentrated nitric acid (12.6 mL) and concentrated sulfuric acid (12.6 niL) were combined at 0 C and treated with neat l-chloro-3-fluoro-2-(trifluoromethyl)benzene (5.36 g, 26.5 mmol) dropwise with stirring. The mixture was stirred at 0 0C for 10 minutes, allowed to warm to room temperature over 30 minutes, and poured into a beaker containing ice (50 g). The mixture was extracted with dichloromethane (3 x 30 mL). The organic extracts were combined, dried over sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel/ 10% ethyl acetate in hexanes, product Rf = 0.5) to provide an inseparable mixture of the title compound and a regioisomer. 1H NMR (CDCl3) major regioisomer delta 7.97 (dd, IH), 7.33 (dd, IH); minor regioisomer delta 8.18 (dd, IH), 7.53 (d, IH).

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:
Patent; ABBOTT LABORATORIES; WO2006/86229; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 103889-37-8, These common heterocyclic compound, 103889-37-8, name is 1-Chloro-3-fluoro-2-(trifluoromethyl)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.

To a mixture of l-chloro-3-fluoro-2-(trifluoromethyl)benzene (2 g, 10 mmol) in anhydrous tetrahydrofuran (40 mL) at -70 C under nitrogen was added dropwise 2 M lithium diisopropylamide (2.0 M in tetrahydrofuran/n-heptane, 7.6 mL, 15 mmol). The mixture was stirred for 1 hour, and then N, N-dimethylformamide (0.9 g, 12 mmol) was added dropwise at -70 C. The reaction was stirred at -70 C for another 1 hour, then quenched by addition of water (20 mL), acidified to pH 2 with concentrated hydrochloric acid at 0 C, and extracted with ethyl acetate (3 x 30 mL). The combined organic layers were washed with saturated brine (3 x 10 mL), dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give compound mixture B-185 (1.7 g, 11: 1 ratio of hydrate: aldehyde) as a yellow solid. -NMR (CD3OD, 400 MHz): delta 10.27 (s, 1H), 8.09-8.03 (m, 1H), 7.81 (t, J=8.0 Hz, 11H), 7.60 (d, J=8.0 Hz, 1H), 7.43 (d, J=8.8 Hz, 11H), 5.75 (s, 11H). To a solution of compound mixture B-185 (0.5 g, 2 mmol) in dichloromethane (5 mL) was added triethylamine (0.3 g, 3 mmol) and methyl 2-sulfanylacetate (0.3 g, 3 mmol). The mixture was stirred at 40 C for 20 hours, then diluted with water (40 mL) and extracted with ethyl acetate (3 chi 40 mL). The combined organic layers were washed with brine (3 x 10 mL), dried with anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography [petroleum ether: ethyl acetate = 10: 1] to give compound B-186 (0.4 g, 70% yield) as a white solid. -NMR (CD3OD, 400 MHz): delta 8.14 (d, J=6.4 Hz, 2H), 7.65 (d, J=8.4 Hz, 1H), 3.96 (s, 3H).

Statistics shows that 1-Chloro-3-fluoro-2-(trifluoromethyl)benzene is playing an increasingly important role. we look forward to future research findings about 103889-37-8.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; KOENIG, Gerhard; MCRINER, Andrew, J.; (400 pag.)WO2016/100184; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics