Application of 4640-67-9, 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. 4640-67-9 name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, 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: Under argon atmosphere, the corresponding beta-ketonitrile 2(1 mmol), water (3 mL), the ruthenium(II) complex 1 (0.028 g,0.05 mmol; 5 mol%) and NaO2CH (1.360 g, 20 mmol) were introducedinto a Teflon-capped sealed tube, and the reaction mixturestirred at 100 C for 24e48 h. The solvent was then removed undervacuum and the resulting solid residue purified by flash columnchromatography over silica gel using, unless otherwise stated, amixture of MeOH/EtOAc (1:10) as eluent. Characterization data forthe isolated beta-hydroxyamides are as follows: 3-(4-Fluorophenyl)-3-hydroxypropanamide (4a) [7g]: Lightbrown solid. Mp 108e110 C. Yield: 0.135 g (74%). 1H NMR(DMSO-d6, 300 MHz): d 7.37 (dd, 2H, J 8.7 and 5.7 Hz), 7.30 (br,1H), 7.14 (dd, 2H, J 8.7 and 8.7 Hz), 6.84 (br, 1H), 5.43 (d, 1H,J 4.5 Hz), 4.95 (m, 1H), 2.46e2.29 (m, 2H) ppm. 13C{1H} NMR(DMSO-d6, 100 MHz): d 172.6, 161.6 (d, J 241.9 Hz), 142.0, 128.1(d, 2C, J 7.9 Hz), 115.1 (d, 2C, J 21.2 Hz), 69.5, 45.8 ppm. 19F{1H}NMR (CD3OD, 282 MHz): d117.5 (s) ppm.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(4-Fluorophenyl)-3-oxopropanenitrile, and friends who are interested can also refer to it.
Reference:
Article; Gonzalez-Fernandez, Rebeca; Crochet, Pascale; Cadierno, Victorio; Journal of Organometallic Chemistry; vol. 896; (2019); p. 90 – 101;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts