Reaktion #1341339

ord-b9380cb1f3d042658a92909b0895bf81

Reaktionsgleichung

Nc1cccc(C(=O)O)c1C(=O)O
3-aminophthalic acid
CC(=O)OC(C)=O
acetic anhydride
CC(=O)Nc1cccc2c1C(=O)OC2=O
3-acetamidopthalic anhydride
Ausbeute 61.0%

Reaktionsbedingungen

Temperatur
2.5°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeA 1 L 3-necked round bottom flask was equipped with a mechanical stirrer
  2. 2
    TemperaturThe reaction mixture was heated
  3. 3
    Temperaturto reflux 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 vacuo at ambient temperature to a constant weight

Vorschrift

A 1 L 3-necked round bottom flask was equipped with a mechanical stirrer, thermometer, and condenser and charged with 3-aminophthalic acid (108 g, 596 mmol) and acetic anhydride (550 mL). The reaction mixture was heated to reflux for 3 hours and cooled to ambient temperature and Rather to 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 vacuo at ambient temperature to a constant weight, giving 75 g (61% yield) of 3-acetamidopthalic anhydride as a white product. 1H-NMR (CDCl3) δ: 2.21 (s, 3H), 7.76 (d, 1H), 7.94 (t, 1H), 8.42 (d, 1H), 9.84 (s, 1H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08455536B2uspto-grants-2013_06