Hydrochloric Acid → 2-Nitro-4-(trifluoromethyl)phenol

HRID 28248

Reaction equation

HRID 28248 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[OH-:15].[Na+].Cl>CO>[N+:12]([C:3]1[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=1[OH:15])([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 84624-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotolueneHCID 14798Sodium Hydroxide

Product 1

HCID 98162-Nitro-4-(trifluoromethyl)phenol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

45 g of 4-chloro-3-nitro-benzotrifluoride, dissolved in 150 ml of methanol, are initially introduced. 80 g of an ion exchanger resin containing quaternary ammonium groups are then introduced, the mixture is stirred for 10 minutes, 100 g of 50% strength sodium hydroxide solution are added dropwise, up to a maximum temperature of 70° C., and the mixture is stirred at 65° C. for 8 hours. After cooling the mixture, it is acidified with concentrated hydrochloric acid, the ion exchanger is filtered off and the crude product is distilled with steam. 27 g of 2-nitro-4-trifluoromethylphenol are obtained. nD20 : 1.5003.

Workup

  1. additionare initially introduced
  2. additionare then introduced
  3. stirringthe mixture is stirred at 65° C. for 8 hours
  4. temperatureAfter cooling the mixture, it
  5. filtrationthe ion exchanger is filtered off
  6. distillationthe crude product is distilled with steam

Sources & evidence

ORD record
ord-e0580c0b6b924db7832a17c67c7f4c09
Source dataset
uspto-grants-1980_09
Patent number
US04225731

Linked notes

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