Methanol → 4-Aminophenylacetone

HRID 2263106Notes

Reaction equation

HRID 2263106 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([CH3:13])=[O:12])=[CH:6][CH:5]=1)([O-])=O.CO>[C].[Pd].O1CCCC1>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]([CH3:13])=[O:12])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 2193671-(4-Nitrophenyl)propan-2-one

Product 1

HCID 117883794-AminophenylacetoneYield 67.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-(4-nitrophenyl)acetone (2.00 g, 11.2 mmol), 10% palladium-carbon (200 mg), methanol (20 ml) and tetrahydrofuran (10 ml) was stirred under a hydrogen atmosphere for 12 hours. Insolubles were filtered off to obtain the desired product (1.13 g, 67.6%) as an oil.

Workup

  1. filtrationInsolubles were filtered off

Sources & evidence

ORD record
ord-70f774ad2acd4b1c8f0aa4bc84c8af69
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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