Sulfuric Acid → N-[1,1-dimethyl-3-[(2-nitrophenyl)amino]propyl]formamide

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-methyl-4-[(2-nitrophenyl)amino]butan-2-ol (1.7 g, 7.8 mmol) and trimethylsilyl cyanide (4.2 mL, 31 mmol) was added concd. sulfuric acid at −30° C. and the mixture was warmed up to rt. After stirring for 24 h, the reaction mixture was cooled to 0° C. and to the mixture was added water and stirred for 30 min at rt. The mixture was poured into aq. potassium carbonate and extracted with dichloromethane. The combined organic layers were dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by column chromatography on silica gel eluting with dichloromethane/methanol (25/1) to give 1.3 g (66%) of the title compound.

Provenance & Evidence