Nitric Acid → 5-Chloro-4-methyl-2-nitrophenol

Participants

Reaction Steps

245.0 g of 2A was mixed with 1.6 liters of glacial acetic acid, and the resulting solution was stirred at 8°-10° C. while 109.6 g of 90% aqueous nitric acid was added (two hours). The mixture was stirred at 10°-15° C. for five hours, poured into ice water and extracted with ether/hexane. The extract was washed with water, dried and stripped to dryness. The residue was stirred with 3 liters of hexane and the hexane solution was filtered through silica gel. The filtrate was held at -30° to -35° C. for 16 hours and filtered to give 3-chloro-4-methyl-6-nitrophenol (2B), as a solid.

Provenance & Evidence