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

HRID 492146Notes

Reaction equation

HRID 492146 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-bd747d5eb86c4fe3aa95844850269230
Source dataset
uspto-grants-2009_05
Patent number
US07531661B2

Reaction notes

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