Methanol → Pyrrolidinone, (4-aminophenyl)-

HRID 2263231

Reaction equation

HRID 2263231 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH2:13][CH2:12][C:11]2=[O:15])=[CH:6][CH:5]=1)([O-])=O.CO>[Pd].O1CCCC1>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH2:13][CH2:12][C:11]2=[O:15])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 2993281-(4-Nitrophenyl)pyrrolidin-2-one

Product 1

HCID 676146Pyrrolidinone, (4-aminophenyl)-Yield 92.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1-(4-nitrophenyl)pyrrolidin-2-one (1.00 g, 4.85 mmol), 10% palladium on carbon (100 mg), methanol (20 ml) and tetrahydrofuran (20 ml) was stirred under hydrogen atmosphere for 12 hours, insoluble substances were removed by filtration, and the filtrate was concentrated to give 790 mg (92.5%) of the desired product as an oil.

Workup

  1. custominsoluble substances were removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-e710ceef379b475083c097f649ae98ea
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Linked notes

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