4-Methyl-6-nitro-7-hydroxy-1-indanone → 6-Amino-4-methyl-7-hydroxy-1-indanone

HRID 414676

Reaction equation

HRID 414676 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([N+:11]([O-])=O)[C:8]([OH:14])=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:15]>CN(C)C=O.[C].[Pd]>[NH2:11][C:9]1[C:8]([OH:14])=[C:7]2[C:3]([CH2:4][CH2:5][C:6]2=[O:15])=[C:2]([CH3:1])[CH:10]=1

Participants

4

Reactant 1

HCID 136041424-Methyl-6-nitro-7-hydroxy-1-indanone

Product 1

HCID 136041436-Amino-4-methyl-7-hydroxy-1-indanoneYield 77.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 6228DimethylformamideSolvent

Procedure

Into a solution of 26.0 g of 4-methyl-6-nitro-7-hydroxy-1-indanone in 50 ml of dimethylformamide was added 2.6 g of 10% palladium carbon, then the mixture was subjected to a catalytic hydrogenation under an atmospheric pressure at 0° C. to a room temperature. The catalyst was removed by filtration and the solvent was removed by evaporation to obtain 17.3 g of 6-amino-4-methyl-7-hydroxy-1-indanone.

Workup

  1. customwas subjected to a catalytic hydrogenation under an atmospheric pressure at 0° C. to a room temperature
  2. customThe catalyst was removed by filtration
  3. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-a44c2083e6a84f01b2f3cd0be27a7c8b
Source dataset
uspto-grants-1988_12
Patent number
US04792628

Linked notes

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