Ammonium Hydroxide → 2-Amino-4-methoxyphenol

HRID 261192Notes

Reaction equation

HRID 261192 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.[OH-].[NH4+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[C:5]([NH2:10])[CH:4]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 15285Phenol, 4-methoxy-2-nitro-HCID 24489Sodium Dithionite

Product 1

HCID 14191082-Amino-4-methoxyphenol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

193.1 g of 7A was mixed with 1400 ml of water. 513 ml of ammonium hydroxide was added. 595 g of powdered sodium dithionite was added in portions over a period of 50 minutes. The resulting mixture was stirred for 2 hours. The solid product was collected and dried under vacuum over P2O5 to give 4-methoxy-2-aminophenol (7B), mp: 134°-136° C.

Workup

  1. customThe solid product was collected
  2. dry with materialdried under vacuum over P2O5

Sources & evidence

ORD record
ord-b408e0a4d43943c5b6e8d5e98a9c726e
Source dataset
uspto-grants-1979_08
Patent number
US04164576

Reaction notes

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