4-Nitrophenol → HCID 117716281, compound

Participants

Reaction Steps

To a mixture of 4-nitrophenol (966 g), potassium carbonate (4.26 Kg), sodium iodide (60 g), and disodium phosphate (60 g) in acetone (10 L) was added chloro-acetic acid 2-[2-(2-chloro-acetoxy)-ethoxy]-ethyl ester (1 Kg) and the mixture was stirred at reflux for 8 hours. Acetone was distilled off and cold water (250 ml) was added. The crude product was filtered off and slurried in methanol (10 L), re-filtered and dried to give (4-nitrophenoxy)-acetic acid 2-{2-[2-(4-nitrophenoxy)-acetoxy]-ethoxy}-ethyl ester (1450 grams) as a white powder with a melting point of 73-75° C. The product was characterized by 1H NMR (CDCl3) δ 3.62 (t, 2H, CH2), 4.40 (t, 2H, CH2), 4.78 (s, 2H, CH2), 6.95 (d, 2H, Ar), 8.15 (d, 2H, Ar).

Provenance & Evidence