Simple exploration of 4-Bromo-2-methylbenzonitrile

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.

67832-11-5, 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. 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, A new synthetic method of this compound is introduced below.

4-bromo-2-methylbenzonitrile (1 mmol) was suspended in water (49 mL) and potassium hydroxide was added (50 mmol); the reaction mixture was stirred at reflux overnight. After cooling, the basic solution was washed with ethyl acetate (3 x 15 mL), acidified with hydrochloric acid (6M) and extracted with ethyl acetate (3 x 15 mL). The organic phase deriving from the acidic extraction was dried over anhydrous sodium sulfate and concentrated in vacuo, yielding the desired product as a white solid. Yield: 60%. TLC (dichloromethane – methanol 9:1): Rf = 0.46. Mp: 182C. 1H-NMR (300 MHz, CD3OD) delta (ppm) 7.80 (d, J = 8.4 Hz, 1H, H6), 7.48 (s, 1H, H3), 7.42 (d, J = 8.4 Hz, 1H, H5), 2.56 (s, 3H, CH3).

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:
Article; Chiarelli, Laurent R.; Mori, Matteo; Barlocco, Daniela; Beretta, Giangiacomo; Gelain, Arianna; Pini, Elena; Porcino, Marianna; Mori, Giorgia; Stelitano, Giovanni; Costantino, Luca; Lapillo, Margherita; Bonanni, Davide; Poli, Giulio; Tuccinardi, Tiziano; Villa, Stefania; Meneghetti, Fiorella; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 754 – 763;,
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