7-Methoxyindan-1-one oxime → 7-Methoxy-2,3-dihydro-1H-inden-1-amine

HRID 2076334Notes

Reaction equation

HRID 2076334 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[C:10](=[N:12]O)[CH2:9][CH2:8]2.[H][H]>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[CH:10]([NH2:12])[CH2:9][CH2:8]2

Participants

5

Reactant 2

HCID 5949007-Methoxyindan-1-one oximeHCID 178418361HCID 178418361, compound

Product 1

HCID 186198817-Methoxy-2,3-dihydro-1H-inden-1-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

7-Methoxy-indan-1-one oxime (5 g, 28 mmol) was suspended in 250 mL methanol. Palladium on charcoal (10%, 0.3 g) was added and the reaction was hydrogenated with a hydrogen ballon for 5 days. Palladium on charcoal was filtered off and the filtrate was evaporated. The title compound was obtained as a yellow liquid (1.89, 41%) and used without any further purification for the next step.

Workup

  1. filtrationPalladium on charcoal was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-661eae6865804d71b03a0a59169ea6c2
Source dataset
uspto-grants-2011_04
Patent number
US07923561B2

Reaction notes

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