4-Nitrophthalimide → HCID 8820864, compound

Participants

Reaction Steps

To a solution of 5-nitroisoindoline-1,3-dione (10.5 g, 53.6 mmol) in a mixture of acetonitrile (80 ml) and DMF (20 ml), potassium carbonate (9.99 g, 72.3 mmol) and tert-butyl 2-bromoacetate (10.29 ml, 69.6 mmol) were added, and the reaction was heated to reflux for 3 hours. The insoluble inorganic salts were filtered off, and the filtrate was evaporated to dryness. The residue was diluted with EtOH (60 ml) and precipitation of the desired product was observed. The precipitate was collected by filtration affording tert-butyl 2-(5-nitro-1,3-dioxoisoindolin-2-yl)acetate (15.7 g, 51.3 mmol, 96% yield, MS/ESI+ 328.9 [MNa]+).

Provenance & Evidence