Ethanol → HCID 68467066, compound

HRID 506890Notes

Reaction equation

HRID 506890 reaction equation
[Cl: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.[CH2:12](O)[CH3:13]>[Ni]>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH:5]2[CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 702EthanolHCID 1528015-Chlorooxindole2×

Product 1

HCID 68467066HCID 68467066, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

The title compound is prepared from 5-chloro-oxindole according to methods known from the literature [B. Volk, T. Mezei, Gy. Simig Synthesis 2002, 595]. 1.68 g (0.01 mole) of 5-chloro-oxindole is dissolved in 20 ml of ethanol and 1.0 g of Raney-nickel is added to the solution. The mixture is allowed to react in an autoclave at 110° C. for 36 hours. The catalyst is then filtered off, the solvent is evaporated, and the residue is recrystallized from a mixture of hexane and ethyl acetate.

Workup

  1. customknown from the literature [B. Volk, T. Mezei, Gy. Simig Synthesis 2002, 595]
  2. customto react in an autoclave at 110° C. for 36 hours
  3. filtrationThe catalyst is then filtered off
  4. customthe solvent is evaporated
  5. customthe residue is recrystallized from a mixture of hexane and ethyl acetate

Sources & evidence

ORD record
ord-77931b2afc68426aa85a5796fdec19cf
Source dataset
uspto-grants-2010_08
Patent number
US07786129B2

Reaction notes

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