Category: 268734-34-5

Electric Literature of 268734-34-5, 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 268734-34-5 as follows.

To a solution of ethanehydroxamic acid (0.629 g, 8.37 mmol) in DMF (5 ml.) was added potassium 2-methylpropan-2-olate (0.94 g, 8.4 mmol) and the reaction was stirred for 30 minutes. Methyl 4-cyano-3-fluorobenzoate (1.0 g, 5.6 mmol) was added followed by DMF (2 ml.) and the reaction was stirred for a further 2 hours at room temperature. The reaction was diluted with ethyl acetate (50 ml.) and water (50 ml_), the aqueous layer was extracted with ethyl acetate and the combined organic layers were washed with water, dried, filtered and concentrated. The crude material was purified by silica gel chromatography (12 g Si02 cartridge, 0-50% EtOAc in petroleum benzine 40-60 C) to give the title compound (0.55 g, 51% yield) as a white solid. 1H NMR (400 MHz, CDCIs) d 8.12 (d, J = 1.02 Hz, 1H), 7.96 (dd, J = 1.24, 8.29 Hz, 1H), 7.59 (dd, J = 0.77, 8.25 Hz, 1H), 3.98 (s, 3H). LCMS: rt 2.97 min, m/z 193.0 [M+H]+.

According to the analysis of related databases, 268734-34-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CTXT PTY LIMITED; STUPPLE, Paul, Anthony; LAGIAKOS, Helen, Rachel; MORROW, Benjamin, Joseph; FOITZIK, Richard, Charles; HEMLEY, Catherine, Fae; CAMERINO, Michelle, Ang; BOZIKIS, Ylva, Elisabet, Bergman; WALKER, Scott, Raymond; (321 pag.)WO2019/243491; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 268734-34-5, name is Methyl 4-cyano-3-fluorobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H6FNO2

Step 13-1 : Synthesis of methyl 4-cyano-3 -(I H-pyrazol-l-yl)benzoate.[0271] Methyl 4-cyano-3-fluorobenzoate (0.30 g) and lH-pyrazole (0.14 g) were dissolved in N,N-dimethylformamide (10 ml). To the reaction solution, sodium hydride (0.10 g) was added under ice cooling while stirring the mixture, and the mixture was stirred for 30 min. After increasing the temperature to room temperature, the solution was further stirred for 2 hours. The reaction solution was diluted with water and extracted twice with ethyl acetate. The organic phases were combined, washed with water, and then dried over anhydrous sodium sulfate. The drying agent was removed by filtration, and the solvent was distilled off under reduced pressure to obtain a crude product, which was then purified by column chromatography to give methyl 4-cyano-3-(lH-pyrazol-l-yl)benzoate (0.28 g, yield[0272] 1H-NMR (CDCl3) delta:3.99 (3H, s), 6.58 (IH, dd), 7.85-7.88 (2H, m), 8.06 (IH, dd), 8.18 (IH, dd), 8.43 (IH, d).

The synthetic route of 268734-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; MIHARA, Jun; ARAKI , Koichi; MORI , Takuma; MURATA , Tetsuya; YONETA, Yasushi; WATANABE , Yukiyoshi; SHIMOJO , Eiichi; ICHIHARA , Teruyuki; ATAKA , Masashi; SHIBUYA , Katsuhiko; GOeRGENS, Ulrich; WO2011/18170; (2011); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 268734-34-5, name is Methyl 4-cyano-3-fluorobenzoate, belongs to nitriles-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 268734-34-5, COA of Formula: C9H6FNO2

EXAMPLE 52B 2-fluoro-4-(hydroxymethyl)benzonitrile A solution of Example 52A (1.0 g, 5.58 mmol) in THF (20 mL) at room temperature was treated with a solution of CaCl2 (1.24 g, 11.16 mmol) in ethanol (20 mL). The resulting solution was treated with NaBH4 (845 mg, 22.33 mmol) over 20 minutes, stirred for 1.25 hours, then slowly quenched with saturated ammonium chloride (100 mL), and concentrated. The remaining aqueous portion was extracted with ethyl acetate (3*100 mL) and the combined extracts were dried (MgSO4), filtered, and concentrated to provide the desired product. MS (APCI) m/z 169 (M+NH4)+; 1H NMR (300 MHz, CDCl3) delta7.60 (t, 1H), 7.29-7.23 (m, 2H), 4.80 (s, 2H).

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, Methyl 4-cyano-3-fluorobenzoate, other downstream synthetic routes, hurry up and to see.