2-Methoxy-4-nitrophenol acetate → HCID 22646533, compound

HRID 393676Notes

Reaction equation

HRID 393676 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[O:14][CH3:15])(=[O:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:6]=1[O:14][CH3:15])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 499852-Methoxy-4-nitrophenol acetate

Product 1

HCID 22646533HCID 22646533, compoundYield 95.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-acetoxy-3-methoxynitrobenzene (8.5 g, 40 mmol) in ethanol (175 ml) containing 10% palladium-on-charcoal catalyst (50% in water, 0.5 g) was stirred under hydrogen at atmospheric pressure for 1.5 hours. The catalyst was removed by filtration and the volatiles were removed by evaporation to give 4-acetoxy-3-methoxyaniline as an oil (6.92 g, 95%).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe volatiles were removed by evaporation

Sources & evidence

ORD record
ord-deb6128e0eb74f56a839a4477bb12e27
Source dataset
uspto-grants-2004_10
Patent number
US06809097B1

Reaction notes

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