Dimethylformamide → 5-(4-Fluoro-phenoxy)-isoindole-1,3-dione

Participants

Reaction Steps

A mixture of 5-Nitro-isoindole-1,3-dione (177 g, 0.904 mol), 4-fluoro-phenol (128 g, 1.13 mol), K2CO3 (419 g, 3 mol) and DMF (21) was refluxed with stirring for 3 h before the mixture was poured into water (121) with stirring. The precipitate formed was isolated by vacuum filtration, washed with water (81) and dried in vacuo at 70° C. to give the title compound as a tan powder (43.2 g); 1H NMR (CDCl3) δ=7.79 (d, 1H), 7.57 (br s, 1H), 7.01 to 7.29 (m, 6H).

Provenance & Evidence