2,2,2-Trifluoroethanol → 3-Nitro-5-sulphamyl-4-(beta,beta,beta-trifluoroethoxy)-benzoic acid

Participants

Reaction Steps

To a solution of sodium β,β,β -trifluoroethoxide in β,β,β-trifluoroethanol (prepared by dissolving 2.1 g of sodium in 45 ml of β,β,β-trifluoroethanol), 4-chloro-3-nitro-5-sulphamyl-benzoic acid (4.2 g) was added, and the resulting solution was refluxed for 5 days. After evaporation of the reaction mixture in vacuo, water (50 ml) was added, and the aqueous solution was acidified with 4N hydrochloric acid. After standing in a refrigerator, the precipitate was collected by suction. After several recrystallizations from aqueous ethanol, the 3-nitro-5-sulphamyl-4-(β,β,β-trifluoroethoxy)-benzoic acid was obtained with a melting point of 195°-197° C.

Provenance & Evidence