Hydrochloric Acid → 3-Chloro-2,4,5-trifluorobenzoic Acid

HRID 1721094Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1721094
N(OC(C)(C)C)=O.N[C:9]1[C:10]([F:20])=[C:11]([CH:15]=[C:16]([F:19])[C:17]=1[F:18])[C:12]([OH:14])=[O:13].[ClH:21]>C(#N)C>[Cl:21][C:9]1[C:10]([F:20])=[C:11]([CH:15]=[C:16]([F:19])[C:17]=1[F:18])[C:12]([OH:14])=[O:13]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 10906Tert-Butyl nitriteHCID 27359463-Amino-2,4,5-trifluorobenzoic acid

Produkt 1

HCID 27342693-Chloro-2,4,5-trifluorobenzoic Acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

9.3 g of anhydrous cuprous chloride and 8.8 g of tert-butyl nitrite were added to 150 ml of acetonitrile and under stirring and heating at 60° C. 11 g of 3-amino-2,4,5-trifluorobenzoic acid 26 (a commercial product) was added. The mixture was stirred for 20 minutes. After cooling, 500 ml of 15% hydrochloric acid was added and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and the solvent was then removed under reduced pressure. Finally the residue was subjected to silica gel (100 g) column chromatography using chloroform as an eluent. The procedure gave 8.4 g of 3-chloro-2,4,5-trifluorobenzoic acid 27 as colorless needles.

Aufarbeitung

  1. stirringThe mixture was stirred for 20 minutes
  2. temperatureAfter cooling
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. customthe solvent was then removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a1b717582ed3483bbb765584c1cc9543
Quelldatensatz
uspto-grants-1996_04
Patentnummer
US05508428

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