HCID 12640829, compound → 2,3-Dihydro-1H-indene-1-carbonitrile

HRID 733438Notes

Reaction equation

HRID 733438 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]#[N:11])=[CH:2]1>CCO.[Pd]>[CH:3]1([C:10]#[N:11])[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1][CH2:2]1

Participants

4

Reactant 1

HCID 12640829HCID 12640829, compound

Product 1

HCID 30152772,3-Dihydro-1H-indene-1-carbonitrileYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 5% Pd on carbon in a solution of 1H-indene-3-carbonitrile in EtOH (200 ml) was placed under an atmosphere of hydrogen with vigorous stirring overnight. After removal of excess hydrogen from the reaction the solution as filtered through celite and concentrated to an oil. The resulting oil was re-dissolved in EtOH and filtered a second time to remove the remaining carbon and catalyst. Evaporation of solvent afforded 12.0108 g of 1-indanecarbonitrile (95% yield) as an oil.

Workup

  1. customAfter removal of excess hydrogen
  2. customfrom the reaction the solution
  3. filtrationas filtered through celite
  4. concentrationconcentrated to an oil
  5. dissolutionThe resulting oil was re-dissolved in EtOH
  6. filtrationfiltered a second time
  7. customto remove the remaining carbon and catalyst
  8. customEvaporation of solvent

Sources & evidence

ORD record
ord-23420e92f45648c39a3d083c53ea4321
Source dataset
uspto-grants-2009_09
Patent number
US07589204B2

Reaction notes

Loading…