Reacción #43994

Ecuación de reacción

1,4-Diethoxy-2,3-naphthalenedicarboxylic anhydride

ethyl (4-aminophenyl)acetate

water

→

ethyl[4-(4,9-diethoxy-1,3-dioxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetate

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe white solid was filtered
2. 2
   Lavadowashed with water
3. 3
   workup.DISSOLUTIONdissolved in dichloromethane (800 ml)
4. 4
   LavadoThe solution was washed with water, brine
5. 5
   Secadodried (MgSO4)
6. 6
   Otrothe solvent evaporated under vacuum

Procedimiento

1,4-Diethoxy-2,3-naphthalenedicarboxylic anhydride (23.3 g, 81.5 mmol) and ethyl (4-aminophenyl)acetate (14.8 g, 82 mmol) were refluxed under nitrogen in acetic acid (160 ml) overnight. The mixture was cooled to room temperature and poured into water (1 L). The white solid was filtered, washed with water and dissolved in dichloromethane (800 ml). The solution was washed with water, brine and dried (MgSO4) and the solvent evaporated under vacuum to give ethyl[4-(4,9-diethoxy-1,3-dioxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetate as an off-white solid, 33 g, 96%.

Fuente