Water → 2-Fluoro-4-nitrobenzoic acid

HRID 53287

Reaktionsgleichung

Reaktionsgleichung von HRID 53287
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH3:11].[Mn]([O-])(=O)(=O)=[O:13].[K+].[OH2:18]>>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[C:11]([OH:13])=[O:18]

Komponenten

4

Edukt 3

HCID 962WaterHCID 740252-Fluoro-4-nitrotolueneHCID 516875Potassium Permanganate

Produkt 1

HCID 3026792-Fluoro-4-nitrobenzoic acid

Versuchsvorschrift

A solution of 2-fluoro-4-nitrotoluene (3.95 g, 25.5 mmol, Janssen) in water (200 mL) was treated portionwise with potassium permanganate (24.6 g, 0.15 mmol) at 80° C. After 2h the reaction mixture was filtered hot, acidified with 5N hydrochloric acid and extracted with ethyl acetate (2×100 mL). The extract was dried over anhydrous sodium sulfate and concentrated in vacuo to give 1.15 g (Y: 24%) of the title compound; 1H-NMR (DMSO-d6): δ8.21 (d, J=10.5 Hz, 1H), 8.16-8.08 (m, 2H); MS (DCI) m/e: 186 (MH+).

Aufarbeitung

  1. filtrationAfter 2h the reaction mixture was filtered hot
  2. extractionextracted with ethyl acetate (2×100 mL)
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-61af94b979a94b40b54d6cf3c5b1aac6
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05618839

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