Isoamyl Nitrite → N-(3-Methoxy-2,4,5-trifluorophenyl)-phthalimide

Participants

Reaction Steps

A solution of 2.90 g (0.009 mole) of 4-methoxy-2-phthalimido-3,5,6-trifluoroaniline (XXXV) [prepared as described in Step (F2) above] in 18 ml of dimethylformamide was added dropwise, whilst stirring at 60°-65° C., to a solution of 1.66 g (0.0144 mole) of isoamyl nitrite in 9 ml of dimethylformamide. After the addition was complete, the reaction mixture was stirred at the same temperature for 1 hour, and then the solvent was removed by evaporation under reduced pressure. The residue was subjected to silica gel column chromatography eluted with toluene, to afford 2.18 g of N-(3-methoxy-2,4,5-trifluorophenyl)phthalimide (XXXVI) as colorless powdery crystals.

Provenance & Evidence