Reaktion #496474

Reaktionsgleichung

4-nitrophthalimide

ethyl bromoacetate

potassium carbonate

→

title compound

Ausbeute 89.8%

5-Nitro-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester

Ausbeute 89.8%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for eighteen hours before it
2. 2
   Filtrationfiltered
3. 3
   Einengenconcentrated in vacuo
4. 4
   SonstigeThe residue was partitioned between dichloromethane and water
5. 5
   TrocknenThe organic layer was dried over anhydrous sodium sulfate
6. 6
   Einengenconcentrated in vacuo

Vorschrift

A mixture of 4-nitrophthalimide (82.54 g, 0.43 mol), ethyl bromoacetate (78.92 g, 0.47 mol) and potassium carbonate (130.6 g, 0.94 mol), and acetone (1.5 l) was refluxed for eighteen hours before it was cooled to room temperature, filtered and concentrated in vacuo. The residue was partitioned between dichloromethane and water. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound as a yellow solid (107.39 g): MS: (+) m/z 279.25 (M+1).

Quelle