Water → HCID 90051730, compound

Participants

Reaction Steps

To a solution of methyl trifluoropyruvate (500 mg) and 3-nitroaniline (442 mg) in methylene chloride (32 mL), titanium tetrachloride (350 μL) was added at room temperature, and the mixture was stirred at the same temperature for 20 minutes. To the reaction mixture, sodium triacetoxyborohydride (1.35 g) was added at room temperature, and the mixture was stirred at the same temperature for 2 hours. To the reaction mixture, water and methylene chloride were added. The organic layer was separated, washed with saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent, 100 to 20% hexane in ethyl acetate) to obtain methyl 3,3,3-trifluoro-2-((3-nitrophenyl)amino)propanoate (C13, 391 mg).

Provenance & Evidence