General procedure for the synthesis of 2-((2-chloro-4-nitrophenoxy)methyl)pyridine from 2-chloro-4-nitrophenol and 2-chloromethylpyridine hydrochloride: 2-chloromethylpyridine hydrochloride (16.4 g, 0.1 mol) and potassium carbonate (K2CO3, 27.6 g, 0.2 mol) were suspended in N,N-dimethylformamide (DMF, 100 mL). stirred for 30 min at room temperature. Subsequently, 2-chloro-4-nitrophenol (17.4 g, 0.1 mol) and potassium iodide (KI, 0.83 g, 5 mol%) were added, and the reaction mixture was stirred for 12 hours at 60 °C. After completion of the reaction, the reaction mixture was diluted with water (400 mL), the resulting solid was collected by filtration, washed with water and dried to afford 2-((2-chloro-4-nitrophenoxy)methyl)pyridine (26 g, 98% yield) as a white solid. The melting point of the product was 149.2-149.9 °C; mass spectra (MS-EI) m/z: 92, 229, 263 (M+).
![2-[(2-Chloro-4-nitrophenoxy)methyl]pyridine](/CAS/GIF/179687-79-7.gif)