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Sodium Hydroxide → 2,6-dichloro-4-(trifluoromethyl)benzoic Acid

HRID 342972
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 342972
[OH-].[Na+].[Cl:3][C:4]1[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:12]=[C:11]([Cl:19])[C:5]=1[C:6]([O:8]CC)=[O:7]>O.C(O)C>[Cl:3][C:4]1[CH:14]=[C:13]([C:15]([F:16])([F:17])[F:18])[CH:12]=[C:11]([Cl:19])[C:5]=1[C:6]([OH:8])=[O:7]
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Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 54315306Ethyl 2,6-dichloro-4-(trifluoromethyl)benzoate

Produkt 1

HCID 116804602,6-dichloro-4-(trifluoromethyl)benzoic AcidAusbeute 71,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of sodium hydroxide (41.6 g) in water was added to a solution of ethyl 2,6-dichloro-4-trifluoromethylbenzoate (96.3 g) in ethanol. The mixture was heated at reflux for 2.5 hours then cooled and evaporated. It was diluted with water and extracted with ether. The aqueous layer was acidified to pH1 and extracted with ether, washed with water, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and the residue was triturated with n-hexane and filtered to give 2.6-dichloro-4-trifluoromethylbenzoic acid (62.3 g) as a white solid mp 138.5°-139° C.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2.5 hours
  3. temperaturethen cooled
  4. customevaporated
  5. additionIt was diluted with water
  6. extractionextracted with ether
  7. extractionextracted with ether
  8. washwashed with water
  9. dry with materialdried (Na2SO4)
  10. filtrationfiltered
  11. customThe filtrate was evaporated to dryness
  12. customthe residue was triturated with n-hexane
  13. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-616c99d8fc034996bc893d6f2e593ffa
Quelldatensatz
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05859283

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