5-Nitronaphthalen-1-ol → 5-Amino-1-naphthol

HRID 2306894Notes

Reaction equation

HRID 2306894 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[C:9]2[OH:14])([O-])=O.[H][H]>[Pd].C(O)(C)C>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[C:9]2[OH:14]

Participants

5

Reactant 2

HCID 2385365-Nitronaphthalen-1-olHCID 178418361HCID 178418361, compound

Product 1

HCID 657465-Amino-1-naphtholYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

In an autoclave was placed 1.9 g of 5-nitro-1-naphthol, 0.02 g of 5% Pd/C (containing 50% by weight of water), and 50 g of isopropanol, and the hydrogen pressure was set at 0.8 MPa. The reaction was carried out at 50° C. for 2 hours. After the reaction mixture was cooled, the catalyst was filtered off, and the reaction mass thus obtained was analyzed by gas chromatography. As a result, the content of 5-amino-1-naphthol produced was 1.5 g (yield 95%).

Workup

  1. temperatureAfter the reaction mixture was cooled
  2. filtrationthe catalyst was filtered off
  3. customthe reaction mass thus obtained

Sources & evidence

ORD record
ord-a3ee4dd303134469a52570a776f674ed
Source dataset
uspto-grants-2004_12
Patent number
US06828461B2

Reaction notes

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