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

HRID 423866Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 423866
[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-918ced9e4b794cf6b76aa2cd00e180c2
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08101767B2

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