Methyl iodide → 5-Chloro-3-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one

HRID 65448Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 65448
[C:1]1([CH:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([Cl:16])[CH:14]=3)[NH:9][C:8]2=[O:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:18](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O.O>[CH3:18][C:7]1([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([Cl:16])[CH:14]=2)[NH:9][C:8]1=[O:17]

Komponenten

6

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 190764863-Phenyl-5-chlorooxindole

Produkt 1

HCID 202330995-Chloro-3-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

10 g of 3-phenyl-5-chlorooxindole were dissolved in 100 ml of acetone and 20 ml of water, 2.9 g of potassium carbonate and 2.9 ml of methyl iodide were added and the mixture was warmed at 50° C. for 3 hours and concentrated; water was added to the residue, which was extracted with ethyl acetate, and the extract was dried over magnesium sulfate, and the solvent was removed. The residue was recrystallized from ethanol. Melting point 180°-181° C.

Aufarbeitung

  1. concentrationconcentrated
  2. additionwater was added to the residue, which
  3. extractionwas extracted with ethyl acetate
  4. dry with materialthe extract was dried over magnesium sulfate
  5. customthe solvent was removed
  6. customThe residue was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-360c2f98109549b791910c86c16f8403
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04614739

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