Synthetic Route of 53078-71-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 53078-71-0, name is 4-Methoxy-3-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
c) 4-Hydroxy-3-methylphenylcyanide. To a solution of 4-methoxy-3-methylphenylcyanide (11b, 44.8 g, 0.3044 mol) in 150 ml of methylene chloride, chilled to 0 C. with stirring under nitrogen, was added 575 ml (0.575 mol) of boron tribromide (1M in methylene chloride) in a steady stream, and the mixture was stirred at room temperature for 24 h. The reaction mixture was refluxed overnight, additional boron tribromide (44.7 ml) was added at 25 C. and the mixture was stirred at room temperature for 30 min, refluxed for 3 h, and then stirred at room temperature for 48 h. The indicated the presence of the starting nitrile, and therefore, the third addition of boron tribromide (60.88 ml) was made and the mixture was refluxed overnight. The reaction mixture was chilled to 0 C. in an ice bath, 175 ml of methanol was added dropwise, and 600 ml of water was added. The resulting mixture was stirred overnight. The aqueous layer was extracted with methylene chloride (2x), the organic layer was washed with 10% NaOH solution (3x). The basic aqueous layer was acidified to pH=5 with 6N HCl solution (product oiled out), the mixture was extracted with methylene chloride(3x), and the organic layer was washed with brine and dried over magnesium sulfate. The methylene chloride solution was filtered through Florisil and concentrated in vacuo to provide 38.2 g of the title compound as a pale yellow solid, m.p. 95.5-97 C.
The synthetic route of 4-Methoxy-3-methylbenzonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Sterling Winthrop Inc.; US5464848; (1995); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts