Reaktion #43994

Reaktionsgleichung

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

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe white solid was filtered
2. 2
   Waschenwashed with water
3. 3
   workup.DISSOLUTIONdissolved in dichloromethane (800 ml)
4. 4
   WaschenThe solution was washed with water, brine
5. 5
   Trocknendried (MgSO4)
6. 6
   Sonstigethe solvent evaporated under vacuum

Vorschrift

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%.

Quelle