HCID 58522649, compound → 7-Amino-2,3-dimethyl-2,3-dihydro-isoindol-1-one

HRID 81344Notes

Reaction equation

HRID 81344 reaction equation
[CH3:1][N:2]1[C:10](=[CH2:11])[C:9]2[C:4](=[C:5]([N+:12]([O-])=O)[CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:15]>C1COCC1.[Pd]>[NH2:12][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:4]=1[C:3](=[O:15])[N:2]([CH3:1])[CH:10]2[CH3:11]

Participants

4

Reactant 1

HCID 58522649HCID 58522649, compound

Product 1

HCID 585226217-Amino-2,3-dimethyl-2,3-dihydro-isoindol-1-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2-methyl-3-methylene-7-nitro-2,3-dihydro-isoindol-1-one (13.96 g) is suspended in THF and mixed with a spatula tip of Pd/C (5%) and hydrogenated under H2 pressure (3 bar). For working up the catalyst is filtered off and the solvent is eliminated in vacuo.

Workup

  1. filtrationis filtered off

Sources & evidence

ORD record
ord-0d9aab6fc3f4402fbdd6efe9a31e7721
Source dataset
uspto-grants-2014_09
Patent number
US08846689B2

Reaction notes

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