The origin of a common compound about 6136-68-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Acetylbenzonitrile, and friends who are interested can also refer to it.

Reference of 6136-68-1, 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. 6136-68-1 name is 3-Acetylbenzonitrile, 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.

9.40 g (64.757 mmol) 3-cyano-acetophenone, 40.00 g (518.941 mmol) ammonium acetate and 10.00 g (186.951 mmol) ammonium chloride are placed in methanol. The mixture is stirred for 16 hours at 40 C. 2.90 g (46.149 mmol) sodium cyanoborohydride are added, then the mixture is stirred for another 16 hours. The reaction mixture is adjusted to pH3 with glacial acetic acid, then the methanol is evaporated down. On cooling a precipitate settles out. This is suction filtered. The filtrate is made alkaline with conc. sodium hydroxide solution, the precipitate thus formed is suction filtered. The filtrate is extracted with diethyl ether, the combined organic phases are dried and evaporated to dryness. The residue is purified by vacuum distillation. Yield: 1.10 g (=12% of theoretical)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Acetylbenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2006/116370; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts