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

HRID 1805024Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1805024
[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 stifling 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-3b7a6c761fbe4da988cbdd08018a260f
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08354427B2

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