Sulfuric Acid → 2,3-Difluoro-5-nitrobenzoic acid

HRID 2171223Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2171223
[N+:1]([O-:4])([O-])=[O:2].[Na+].S(=O)(=O)(O)O.[F:11][C:12]1[C:20]([F:21])=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=[O:15]>>[F:11][C:12]1[C:20]([F:21])=[CH:19][C:18]([N+:1]([O-:4])=[O:2])=[CH:17][C:13]=1[C:14]([OH:16])=[O:15]

Komponenten

4

Edukt 3

HCID 1118Sulfuric AcidHCID 24268Sodium NitrateHCID 3705902,3-Difluorobenzoic acid

Produkt 1

HCID 545937902,3-Difluoro-5-nitrobenzoic acidAusbeute 79,3 %

Versuchsvorschrift

Sodium nitrate (1.7 g) was added to a concentrated sulfuric acid (7 ml) solution containing 2,3-difluorobenzoic acid (1.58 g), followed by stirring at room temperature for 0.5 hours. The reaction solution was poured into ice water, followed by extraction with ethyl acetate. The organic layers were dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:0 to 4:1). A light yellow solid of 2,3-difluoro-5-nitrobenzoic acid (1.61 g) was thus obtained.

Aufarbeitung

  1. extractionfollowed by extraction with ethyl acetate
  2. dry with materialThe organic layers were dried over anhydrous sodium sulfate
  3. distillationThe solvent was distilled away under reduced pressure
  4. customthe obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:0 to 4:1)

Quellen und Nachweise

ORD-Eintrag
ord-740305b99cd64764a2fa43807f540aea
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051310B2

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