3,3-Dimethyl-7-nitro-2,3-dihydro-isoindol-1-one → 3,3-Dimethyl-7-amino-2,3-dihydro-isoindol-1-one

HRID 2112107Notes

Reaction equation

HRID 2112107 reaction equation
[CH3:1][C:2]1([CH3:15])[C:10]2[C:5](=[C:6]([N+:11]([O-])=O)[CH:7]=[CH:8][CH:9]=2)[C:4](=[O:14])[NH:3]1>CO.[Pd]>[CH3:1][C:2]1([CH3:15])[C:10]2[C:5](=[C:6]([NH2:11])[CH:7]=[CH:8][CH:9]=2)[C:4](=[O:14])[NH:3]1

Participants

4

Reactant 1

HCID 670953413,3-Dimethyl-7-nitro-2,3-dihydro-isoindol-1-one

Product 1

HCID 670950073,3-Dimethyl-7-amino-2,3-dihydro-isoindol-1-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

67 mg (0.325 mmol) 3,3-dimethyl-7-nitro-2,3-dihydro-isoindol-1-one are dissolved in 50 ml of methanol and combined with 10 mg palladium on charcoal. The mixture is hydrogenated for 16 h at 4 bar H2 pressure and ambient temperature. Then the catalyst is filtered off and the solvent is eliminated in vacuo.

Workup

  1. filtrationThen the catalyst is filtered off

Sources & evidence

ORD record
ord-5abc06f3a19d4a38a44e89590cf20fc1
Source dataset
uspto-grants-2009_04
Patent number
US07521457B2

Reaction notes

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