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

HRID 261188

Reaktionsgleichung

Reaktionsgleichung von HRID 261188
[OH-:1].[Na+].[N+:3]([C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:7]=1Cl)([O-:5])=[O:4].O.Cl>CS(C)=O>[N+:3]([C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:7]=1[OH:1])([O-:5])=[O:4]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 84624-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotolueneHCID 14798Sodium Hydroxide

Produkt 1

HCID 98162-Nitro-4-(trifluoromethyl)phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

87.6 g of finely powdered sodium hydroxide was added in portions over an 8-hour period to a stirred solution of 165.0 g of 2-nitro-4-(trifluoromethyl)chlorobenzene in 220 ml of dimethyl sulfoxide at room temperature. The mixture was allowed to stand overnight, then poured into 1.5 liters of cold water. The resulting mixture was acidified to pH 1 with concentrated hydrochloric acid. An oil formed; it was separated and dissolved in ether. The solution was dried (MgSO4) and stripped of solvent under reduced pressure. The residue was mixed with cold sodium hydroxide solution and the mixture was extracted with petroleum ether. The water layer was acidified with concentrated hydrochloric acid. The resulting oil was separated and dissolved in ether. The solution was dried (MgSO4) and stripped of solvent to give 2-nitro-4-(trifluoromethyl)phenol (6A).

Aufarbeitung

  1. customAn oil formed
  2. customit was separated
  3. dissolutiondissolved in ether
  4. dry with materialThe solution was dried (MgSO4)
  5. additionThe residue was mixed with cold sodium hydroxide solution
  6. extractionthe mixture was extracted with petroleum ether
  7. customThe resulting oil was separated
  8. dissolutiondissolved in ether
  9. dry with materialThe solution was dried (MgSO4)

Quellen und Nachweise

ORD-Eintrag
ord-74c9b8f633a54154b305fbb2fe0d3f4c
Quelldatensatz
uspto-grants-1979_08
Patentnummer
US04164576

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