Phthalide → 6-Nitrophthalide

Participants

Reaction Conditions

Reaction Steps

Into a 2000 mL 3-necked round-bottom flask, was placed a solution of isobenzofuran-1(3H)-one (130 g, 970.15 mmol, 1.00 equiv) in sulfuric acid (200 mL). This was followed by the addition of a solution of potassium nitrate (196 g, 1.94 mol, 1.39 equiv) in sulfuric acid (600 mL) dropwise with stirring at 0° C. The reaction mixture was stirred overnight at room temperature. The solid was collected by filtration and washed with 5×800 mL of H2O. This resulted in 136 g (crude) of 6-nitroisobenzofuran-1(3H)-one as a white solid.

Provenance & Evidence