Nitric Acid → 4,5-Difluoro-2-nitrobenzoic acid

Participants

Reaction Conditions

Reaction Steps

Into 100 ml of 96% sulfuric acid was placed 3,4-difluorobenzoic acid (11.95 g, 0.0756 mol). The solution was stirred at room temperature until the DFBA was dissolved, and then cooled to 0° C. Nitric acid (7.9 g of 90% fuming) was added dropwise to the cooled mixture. After addition, the solution was warmed to room temperature and stirred until completion of the reaction. After pouring on to 500 g of ice water, the solids were filtered and washed with water. After drying, 11.88 g of 2-nitro-4,5-difluorobenzoic acid was isolated. The material was identified by GCMS and 19F NMR analysis. An additional 2.41 g of product was obtained by extraction of the acid washes and removal of the solvent.

Provenance & Evidence