Hydrochloric Acid → 2-Amino-4-methoxyphenol

HRID 2259568Notes

Reaction equation

HRID 2259568 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=1[OH:12])([O-])=O.[OH-].[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+].Cl>O>[NH2:1][C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=1[OH:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15285Phenol, 4-methoxy-2-nitro-HCID 24477Sodium Thiosulfate

Product 1

HCID 14191082-Amino-4-methoxyphenolYield 91.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

40 g of 2-nitro-4-methoxyphenol were stirred into a mixture of 200 ml of water and 200 ml of 35% strength sodium hydroxide solution in the dark. 100 g of sodium thiosulfate were added to the reaction mixture and the mixture was stirred at room temperature for a further 2 hours. For work-up, the reaction mixture was neutralized by the addition of 12N hydrochloric acid solution and extracted four times with 500 ml of ethyl acetate. The organic extracts were washed twice with 500 ml of water, dried, filtered and evaporated. 30 g of 2-amino-4-methoxyphenol were obtained as a residue and further processed without further purification.

Workup

  1. extractionextracted four times with 500 ml of ethyl acetate
  2. washThe organic extracts were washed twice with 500 ml of water
  3. customdried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-bc3afdc246fd47bcb5156d55ffd2b6c2
Source dataset
uspto-grants-1995_12
Patent number
US05474988

Reaction notes

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