Sodium Hydroxide → 4-Methoxy-2-nitroaniline

Participants

Reaction Steps

To a 200 mL flask equipped with reflux condenser, thermometer, and stirring bar was added 3-nitro-4-acetylamino-1-methoxybenzene (22 g., 0.11 mole), 34.4 mL of 10% aqueous alcoholic sodium hydroxide. The stirring mixture produced the precipitation of red solid over 3 hours. The precipitate was filtered and washed with ice water and recrystallized from MeOH to give 3-nitro-4-amino-anisole (16.8 g., 95% yield, m.p. 123°-124° C.). Spectral characterizations of these materials were identical with literature information. Kim, et al., J. Korean Chem. Soc., 1987, 31: 464-470.

Provenance & Evidence