Sodium Hydroxide → 6-bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one

HRID 1942535Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1942535
C([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Br:13])[CH:11]=2)[C:6]([CH3:15])([CH3:14])[C:5]1=[O:16])(=O)C.[OH-].[Na+]>CCO>[Br:13][C:10]1[CH:11]=[C:12]2[C:7]([C:6]([CH3:15])([CH3:14])[C:5](=[O:16])[NH:4]2)=[CH:8][CH:9]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 108267191-Acetyl-6-bromo-3,3-dimethylindolin-2-one

Produkt 1

HCID 106576496-bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To 1-acetyl-6-bromo-3,3-dimethyl-1,3-dihydro-2H-indol-2-one (5.2 g) were added 1N aqueous NaOH solution (11 ml) and EtOH (44 ml), and the mixture was stirred at room temperature for one hour. After the reaction was complete, the solvent was concentrated, and thereto was added dropwise a 2N aqueous hydrochloric acid solution. The precipitated crystals were extracted with ethyl acetate, and this ethyl acetate solution was washed with water and an aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated. The obtained residue (4.1 g) was used in the subsequent reaction without further treatment.

Aufarbeitung

  1. concentrationthe solvent was concentrated
  2. additionwas added dropwise a 2N aqueous hydrochloric acid solution
  3. extractionThe precipitated crystals were extracted with ethyl acetate
  4. washthis ethyl acetate solution was washed with water
  5. dry with materialan aqueous sodium chloride solution, dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe obtained residue (4.1 g) was used in the subsequent reaction without further treatment

Quellen und Nachweise

ORD-Eintrag
ord-25f6ec45238042daac82a1deb755f243
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08389511B2

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