Hydrochloric Acid → Phenol, 4-methoxy-2-nitro-

HRID 261191Notes

Reaction equation

HRID 261191 reaction equation
[N+:1]([C:4]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:5]=1N)([O-:3])=[O:2].[OH-].[Na+].[O:15]=[As]O[As]=O.Cl>O>[CH3:12][O:11][C:9]1[CH:8]=[CH:7][C:5]([OH:15])=[C:4]([N+:1]([O-:3])=[O:2])[CH:10]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 667934-Methoxy-2-nitroanilineHCID 2610041327-53-3

Product 1

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

336.4 g of 2-nitro-4-methoxyaniline was refluxed with 200 g of sodium hydroxide and 10 g of arsenic trioxide in 6500 ml of water, for 20 hours. The resulting solution was cooled on an ice-bath, acidified to pH 1 with concentrated hydrochloric acid and filtered. The solid product was washed with water, and dried under vacuum and in the presence of P2O5 to give 4-methoxy-2-nitrophenol (7A), mp: 78°-80° C.

Workup

  1. temperatureThe resulting solution was cooled on an ice-bath
  2. filtrationfiltered
  3. washThe solid product was washed with water
  4. dry with materialdried under vacuum and in the presence of P2O5

Sources & evidence

ORD record
ord-2814a1a1d504401e9344463b01d1a26f
Source dataset
uspto-grants-1979_08
Patent number
US04164576

Reaction notes

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