Hydrochloric Acid → 5-Methylindolin-2-one

HRID 24368

Reaktionsgleichung

Reaktionsgleichung von HRID 24368
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=O.O.NN.Cl>>[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 118405-MethylisatinHCID 24654Hydrazine hydrate (1:1)

Produkt 1

HCID 53257165-Methylindolin-2-oneAusbeute 47,5 %

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 5-methylisatin (15.0 g) and 60 ml of hydrazine hydrate was stirred at 140-160° C. for 4 hours. The reaction mixture was cooled to room temperature, poured into 300 ml of ice water and acidified to pH 2 with 6 N hydrochloric acid. After standing at room temperature for 2 days, a precipitate formed which was collected by vacuum filtration, washed with water and dried under vacuum to give 6.5 g (47% yield) of 5-methyl-2-oxindole.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. waitAfter standing at room temperature for 2 days
  3. customa precipitate formed which
  4. filtrationwas collected by vacuum filtration
  5. washwashed with water
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a4e1f14131e349d8b033754a9d3dbffd
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06855730B2

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