Water → 4-Chloro-2-(4-trifluoromethylphenyl)benzoic acid

HRID 1267110

Reaktionsgleichung

Reaktionsgleichung von HRID 1267110
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:18])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)[CH:7]=1.[O-:19][Mn](=O)(=O)=O.[K+].[OH2:25]>C(O)(C)(C)C>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([C:14]([F:15])([F:16])[F:17])=[CH:12][CH:13]=2)[C:5]([C:18]([OH:19])=[O:25])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 516875Potassium PermanganateHCID 185454465'-Chloro-2'-methyl4-trifluoromethyl-biphenyl

Produkt 1

HCID 185454704-Chloro-2-(4-trifluoromethylphenyl)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

To a solution of 5′-chloro-2′-methyl-4-trifluoromethyl-biphenyl (27 g) in a mixture of t-butanol (100 mL) and H2O (200 mL) was added portionwise KMnO4 (46.9 g). At the end of the addition, the mixture was heated under reflux for 16 hours, cooled to room temperature and filtered on celite. The filtrate was then acidified with concentrated HCl and the aqueous layer was extracted with AcOEt. The combined organic extracts were washed with brine, dried over Na2SO4, filtered and evaporated under reduced pressure to give the title compound (24 g) as white crystals.

Aufarbeitung

  1. additionAt the end of the addition
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 16 hours
  4. filtrationfiltered on celite
  5. extractionthe aqueous layer was extracted with AcOEt
  6. washThe combined organic extracts were washed with brine
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-440296c800904d35b2eb2e8a040b44d0
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06552022B1

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