Reaktion #1137910

Reaktionsgleichung

3-aminophthalic acid

acetic anhydride

→

3-acetamidopthalic anhydride

Ausbeute 61.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas charged into a 1-L 3-necked round bottom flask
2. 2
   Sonstigeequipped with a mechanical stirrer
3. 3
   TemperaturThe reaction mixture was refluxed for 3 hours
4. 4
   FiltrationThe crystalline solid was collected by vacuum filtration
5. 5
   Waschenwashed with ether
6. 6
   SonstigeThe solid product was dried in vacuum at ambient temperature to a constant weight

Vorschrift

A mixture of 3-aminophthalic acid (108 g, 596 mmol) and acetic anhydride (550 mL) was charged into a 1-L 3-necked round bottom flask equipped with a mechanical stirrer, a thermometer, and a condenser. The reaction mixture was refluxed for 3 hours, cooled to ambient temperature, and kept at 0-5° C. for another 1 hour. The crystalline solid was collected by vacuum filtration and washed with ether. The solid product was dried in vacuum at ambient temperature to a constant weight to yield 75 g (61% yield) of 3-acetamidopthalic anhydride as a white product. The product in CDCl3 was characterized by a 1H NMR spectrum showing the following chemical shifts (δ in ppm): 2.21 (s, 3H), 7.76 (d, 1H), 7.94 (t, 1H), 8.42 (d, 1H), 9.84 (s, 1H).

Quelle