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. 288309-07-9, name is 5-Acetyl-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Safety of 5-Acetyl-2-fluorobenzonitrile
To a stirred solution of the ketone (4-d, 106 mg, 0.65 mmol) in CH2Cl2 (5 mL) was added at 0 C dropwise [bis(2-methoxyethyl)amino]sulfur trifluoride (717 mg, 3.25 mmol). The reaction mixture was stirred at room temperature for 1 h, portioned between ethyl acetate and saturated aqueous NaHCO3. The organic layer was washed with brine, separated, dried (MgSO4) and concentrated in vacuo. The crude product was diluted in MeOH (10 mL) and stirred under H2 atmosphere in the presence of Pd/C (50 mg). After 3 h, the reaction mixture was filtered and the filtrate solution was concentrated in vacuo. The crude amine was diluted with CH2Cl2 (5 mL) and reacted with 2-phenylbutanoyl chloride (119 mg) in the presence of DIEA (0.45 mL, 2.6 mmol). After 3 h, the reaction mixture was concentrated in vacuo and chromatographed (SiO2, 20% ethyl acetate in hexanes) to give the desired product (1-29); HRMS (M+1)=336.1573; 1H NMR (500 MHz, CDCl3) 7.27 (m, 7H), 7.04 (t, 1H, J=8.5 Hz), 5.78 (s, 1H), 4.47 (d, 1H, J=6.0 Hz), 3.28 (t, 1H, J=7.5 Hz), 2.21 (m, 1H), 1.82 (t, 1H, J=18.0 Hz), 0.89 (t, 1H, J=7.5 Hz)
The synthetic route of 288309-07-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Hanney, Barbara; Kim, Yuntae; Krout, Michael R.; Meissner, Robert S.; Mitchell, Helen J.; Musselman, Jeffrey; Perkins, James J.; Wang, Jiabing; US2005/277681; (2005); A1;,
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