Synthetic Route of 34136-57-7, A common heterocyclic compound, 34136-57-7, name is 3-Ethylbenzonitrile, molecular formula is C9H9N, 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.
The title compound from Step A above (470 mg), di-tert-butyl dicarbonate (1.56 g) and nickel(II) chloride hexahydrate (85 mg) were dissolved in dry methanol (30 mL) and cooled to 0° C. Then sodium borohydride (948 mg) was added in small portions. The ice bath was removed and the mixture was vigorously stirred for 4 h. Then diethylenetriamine (385 muL) was added and the mixture was concentrated to dryness. The residue was dissolved in ethyl acetate, washed with 10percent citric acid, saturated sodium hydrogen carbonate and brine. The organic phase was separated, dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography (silica, cyclohexane/EtOAc, 95:5 to 9:1) to afford the intermediate as a colourless oil. (341 mg, 40percent). [MH]+=236.
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; Alantos Pharmaceuticals, Inc.,; US2006/173183; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts