Water → 2-Amino-4-phenoxyphenol

HRID 2075260Notes

Reaction equation

HRID 2075260 reaction equation
O.[N+:2]([C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:8]=[CH:7][C:6]=1[OH:18])([O-])=O>[Pd].CO>[NH2:2][C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:8]=[CH:7][C:6]=1[OH:18]

Participants

5

Reactant 2

HCID 962WaterHCID 107758492-Nitro-4-phenoxyphenol

Product 1

HCID 106795632-Amino-4-phenoxyphenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% Palladium on carbon, 50% water wet (1.43 g, 1.34 mmol) and 2-nitro-4-phenoxyphenol (3.10 g, 13.4 mmol) were combined under nitrogen and 30 mL MeOH was added. The mixture was exposed to H2 from a balloon and was stirred rapidly overnight. In the morning the reaction was flushed with nitrogen and filtered and concentrated in vacuo to give 2-amino-4-phenoxyphenol as a light brown solid. MS (ESI) m/z: Calculated: 201.1; Observed: 202.1 (M++1).

Workup

  1. customIn the morning the reaction was flushed with nitrogen
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4810189d3e064b349a330cc3695d81b7
Source dataset
uspto-grants-2011_04
Patent number
US07919519B2

Reaction notes

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