Share a compound : 2947-60-6

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

Synthetic Route of 2947-60-6, 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. 2947-60-6 name is 3-Methylbenzyl cyanide, 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.

Example 1 Synthesis of 1-methoxy-2-(3-methylphenyl)ethanimine (Compound 1) Cold 4 M hydrogen chloride in dioxane (184 ml, 0.763 mol) is added to a stirred and cooled (0 C.) mixture of 3-methylbenzyl cyanide (25 g, 0.19 mol) in anhydrous methanol (23 ml, 0.57 mol) and anhydrous ether (100 ml). The resulting reaction mixture is stirred at 0 C. for an additional hour and then it is placed in a refrigerator (0-5 C.) for 48 hours (during this time a small amount of white crystalline material precipitated). The reaction mixture is removed from the refrigerator and warmed to approximately 40 C. using a warm water bath. Nitrogen gas is then bubbled through the warm reaction mixture to remove excess hydrogen chloride. The volume of the solvent is reduced in vacuo, and anhydrous ether is added to effect precipitation. The precipitate is collected by filtration, washed with ether and dried under vacuum to afford 31 g (82%) of the crystalline imidate hydrochloride salt (1) as a white solid. 1H NMR (CDCl3): delta 12.82 (br s, 1H), 11.85(br s, 1H), 7.0-7.25(m, 5H), 4.25 (s, 3H), 4.0(s, 2H), 2.31 (s, 3H). 13C NMR (CDCl3): delta 178.7, 139.3, 131.2, 130.5, 129.5, 129.3, 126.9, 61.3, 39.3, 21.6.

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

Reference:
Patent; Kolb, Hartmuth C.; Kanamarlapudi, Ramanaiah C.; Richardson, Paul F.; Khan, Gaznabi; US2003/153728; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts