Nitric Acid → Ethyl 4-methoxy-3-nitrophenyl carbonate

Participants

Reaction Conditions

Reaction Steps

Ethyl 4-methoxyphenyl carbonate (0.700 g, 3.57 mmol) was dissolved in acetic anhydride (2 mL, 21.20 mmol), and the solution was cooled to 0° C. with an ice-water bath. 65% nitric acid (0.4 mL, 5.78 mmol) was added drop-wise at the same temperature. When the addition was completed, the cold bath was removed and the resulting mixture was allowed to warm to RT and stirred for 2 hours. The reaction mixture was poured into ice-water, and the resulting precipitate was collected by filtration affording ethyl 4-methoxy-3-nitrophenyl carbonate (0.720 g, 2.99 mmol, 88% yield, MS/ESI+ 242.2 [MH]+).

Provenance & Evidence