Ethylene Glycol → 3-(2-Hydroxyethyl)indolin-2-one

HRID 470076Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 470076
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[O:10].[CH2:11](O)[CH2:12][OH:13]>[Ni]>[OH:13][CH2:12][CH2:11][CH:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1][C:2]1=[O:10]

Komponenten

4

Edukt 2

HCID 174Ethylene GlycolHCID 321710Oxindole

Produkt 1

HCID 108992203-(2-Hydroxyethyl)indolin-2-oneAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 935NickelKatalysator

Versuchsvorschrift

A stirring mixture of oxindole (5.7 g, 43 mmol) and Raney nickel (10 g) in ethane-1,2-diol (100 mL) was heated in an autoclave. After the reaction was complete, the mixture was filtered and the excess of diol was removed under vacuum. The residual oil was triturated with hexane to give 3-(2-hydroxy-ethyl)-1,3-dihydro-indol-2-one as a colorless crystalline solid (4.6 g, 70%).

Aufarbeitung

  1. temperaturewas heated in an autoclave
  2. filtrationthe mixture was filtered
  3. customthe excess of diol was removed under vacuum
  4. customThe residual oil was triturated with hexane

Quellen und Nachweise

ORD-Eintrag
ord-40244c10ebe9444c8f5e0131b163d646
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08629162B2

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