N-Phenylphthalimide → 2,3-Dihydro-2-phenyl-1H-isoindol-1-one

HRID 261522

Reaktionsgleichung

Reaktionsgleichung von HRID 261522
[C:1]1([N:7]2[C:11](=O)[C:10]3=[CH:13][CH:14]=[CH:15][CH:16]=[C:9]3[C:8]2=[O:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Zn].C(O)(=O)C>[CH2:11]1[N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8](=[O:17])[C:9]2[C:10]1=[CH:13][CH:14]=[CH:15][CH:16]=2

Komponenten

4

Edukt 1

HCID 68215N-Phenylphthalimide

Produkt 1

HCID 970352,3-Dihydro-2-phenyl-1H-isoindol-1-oneAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of N-phenylphthalimide (100 g), zinc powder (147 g) and acetic acid (700 ml) is heated under reflux for 5.5 hours with stirring. After cooling, the mixture is filtered and the insoluble solid is washed with hot acetic acid (100 ml). The combined filtrate and washings are concentrated to give crystal (72 g, 78%). Recrystallization from benzene gives colorless scales. Melting point: 166° to 167° C.

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for 5.5 hours
  3. temperatureAfter cooling
  4. filtrationthe mixture is filtered
  5. washthe insoluble solid is washed with hot acetic acid (100 ml)
  6. concentrationThe combined filtrate and washings are concentrated

Quellen und Nachweise

ORD-Eintrag
ord-45d7bbf4da3a4ad8808211dd6c270b8c
Quelldatensatz
uspto-grants-1979_08
Patentnummer
US04166125

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