Sodium Dithionite → t-Butyl N-[2-amino-5-(4-trifluoromethylphenoxy)phenyl]-N-methylcarbamate

Participants

Reaction Steps

Sodium bicarbonate (4.2 g) and sodium dithionite (3.5 g) were added to a solution of t-butyl N-methyl-N-[5-(4-trifluoromethylphenoxy)-2-nitrophenyl]carbamate in water/dioxane=1/5 (60 ml). The mixture was heated at reflux for 1 hour. At the end of this time the reaction mixture was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using n-hexane/ethyl acetate=3/1-2/1 as the eluant to give the title compound (0.7 g).

Provenance & Evidence