3-Chloro-4-(3-fluorobenzyloxy)nitrobenzene

350-30-1

456-47-3

443882-99-3

Example 1a: General procedure for the synthesis of 3-chloro-4-(3-fluorobenzyloxy)nitrobenzene from 3-chloro-4-fluoronitrobenzene and 3-fluorobenzyl alcohol. First, 3-fluorobenzyl alcohol (0.30 kg, 2.39 mol, 1.05 eq.) was dissolved in acetonitrile (ACN, 6.0 L), followed by addition of potassium hydroxide flakes (85%, 0.16 kg, 1.25 eq.). The resulting suspension was heated to 35 °C. A solution of 3-chloro-4-fluoronitrobenzene (0.40 kg, 2.28 mol) dissolved in acetonitrile (ACN, 2.0 L) was slowly added in the temperature range of 35-40 °C. The reaction mixture was kept at this temperature for 18 hours. After completion of the reaction, the mixture was cooled to 20-25 °C and the reaction was quenched with water (8 L). The resulting slurry was filtered and the solid product was washed with water (2 x 0.40 L). Finally, the product was dried at 45 °C and 10 mmHg pressure for 25 h to give 0.59 kg of the target compound 3-chloro-4-(3-fluorobenzyloxy)nitrobenzene in 92% yield.