Phenol, 4-methoxy-2-nitro- → 2-Amino-4-methoxyphenol

HRID 2094437Notes

Reaction equation

HRID 2094437 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[C:5]([N+:10]([O-])=O)[CH:4]=1.[H][H]>[Pd].C(OCC)(=O)C>[NH2:10][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=1[OH:9]

Participants

5

Reactant 2

HCID 15285Phenol, 4-methoxy-2-nitro-HCID 178418361HCID 178418361, compound

Product 1

HCID 14191082-Amino-4-methoxyphenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 7 g of 4-methoxy-2-nitrophenol, 50 ml of ethyl acetate and 1.3 g of 5% palladium on carbon was stirred under about one atmosphere of hydrogen at room temperature for 3.3 hours. The reaction mixture was filtered through Celite™. The filtrate was concentrated under reduced pressure to give 2-amino-4-methoxyphenol. This is used in the following reaction without purification.

Workup

  1. filtrationThe reaction mixture was filtered through Celite™
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a48cb3e773ae421782115f5b31f432fd
Source dataset
uspto-grants-2013_05
Patent number
US08445522B2

Reaction notes

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