Reaktion #976683

Reaktionsgleichung

1,4-bis(ethyloxy)-2,3-naphthalenedicarboxylic acid sodium salt

ethyl (4-amino-2-fluorophenyl)acetate

→

desired product

Ausbeute 84.0%

Ethyl {4-[4,9-bis(ethyloxy)-1,3-dioxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl]-2-fluorophenyl}acetate

Ausbeute 84.0%

Lösungsmittel

water

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturto reflux for 6 hours, with reaction progress
3. 3
   workup.STIRRINGstirred for a further 30 minutes
4. 4
   SonstigeThe product was isolated by filtration
5. 5
   Waschenwashed with water (5 L)
6. 6
   Sonstigedried in a vacuum oven at 60° C.

Vorschrift

A mixture of 1,4-bis(ethyloxy)-2,3-naphthalenedicarboxylic acid sodium salt (526 g, 1.51 mol) and ethyl (4-amino-2-fluorophenyl)acetate (539 g, 2.73 mol) in glacial acetic acid (5100 mL) was heated to reflux for 6 hours, with reaction progress monitored by 1H-nmr spectroscopy. The reaction mixture was allowed to cool to room temperature, stirred for 18 hours, diluted with water (14 L) and stirred for a further 30 minutes. The product was isolated by filtration, washed with water (5 L) and dried in a vacuum oven at 60° C. to give the desired product as an off-white solid (587 g, 84% yield).

Quelle