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

HRID 1448473Notes

Reaction equation

HRID 1448473 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>[N+:1]([C:4]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:5]=1[OH:15])([O-:3])=[O:2]

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 for 20 hours with 200 g of sodium hydroxide and 10 g of arsenic trioxide, in 6500 ml of water. The resulting solution was cooled on an ice-bath, then acidified to pH 1 with concentrated hydrochloric acid. The solid which formed was filtered and washed with water and dried under reduced pressure over P2O5 to give 2-nitro-4-methoxyphenol, 8A, m.p.: 78°-80°.

Workup

  1. temperatureThe resulting solution was cooled on an ice-bath
  2. customThe solid which formed
  3. filtrationwas filtered
  4. washwashed with water
  5. dry with materialdried under reduced pressure over P2O5

Sources & evidence

ORD record
ord-af389d274af04fada2ae41a58d734204
Source dataset
uspto-grants-1979_12
Patent number
US04180572

Reaction notes

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