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

HRID 74039Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 74039
[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-6f8eeede01be4c1db2f51ae6c8b4fd4a
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829204B2

Notizen zur Reaktion

Wird geladen…