4-Nitrophenol → HCID 117716267, compound

Participants

Reaction Steps

To a mixture of 4-nitrophenol (2.6 Kg), potassium carbonate (11.5 Kg), sodium iodide (100 g), and disodium phosphate (100 g) in acetone (30 L) was added 2-chloropropionic acid 2-[2-(2-chloro-propionyloxy)-ethoxy]-ethyl ester (3 Kg). The reaction mixture was refluxed with stirring for 48 hours. The acetone was distilled off and cold water (25 L) was added. The crude product was extracted into chloroform (15 L) and the chloroform extract was dried over anhydrous sodium sulphate. Chloroform was distilled off and the final product was precipitated from methanol. The solid was collected by filtration, dried and recrystallised to give (4-nitrophenoxy)-propionic acid 2-{2-[2-(4-nitrophenoxy)-propionyloxy]-ethoxy}-ethyl ester (745 grams) as a white powder. The product was characterized by 1H NMR (CDCl3) δ 1.65 (d, 3H, CH3), 3.65 (t, 2H, CH2), 4.30 (t, 2H, CH2), 4.85 (q, 1H, CH), 6.90 (d, 2H, Ar), 8.20 (d, 2H, Ar).

Provenance & Evidence