Nitric Acid → 3,5-Dichloro-2-nitrobenzoic acid

HRID 370090

Reaktionsgleichung

Reaktionsgleichung von HRID 370090
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[C:5]([OH:7])=[O:6].[N+:12]([O-])([OH:14])=[O:13]>S(=O)(=O)(O)O>[Cl:1][C:2]1[C:3]([N+:12]([O-:14])=[O:13])=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[C:5]([OH:7])=[O:6]

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 58113,5-Dichlorobenzoic acid

Produkt 1

HCID 52108523,5-Dichloro-2-nitrobenzoic acidAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

To a solution of 3,5-dichlorobenzoic acid (50 g, 0.26 mol) in sulfuric acid (250 mL) at 0° C. was added nitric acid (18 g, 0.28 mol) dropwise, and the mixture warmed slowly to ambient temperature. After 5 hours the mixture was poured onto ice, and the white precipitate collected by filtration. The solid was washed with water (3×30 mL), and dried in vacuo to afford 55 g (90% yield) of 3,5-dichloro-2-nitrobenzoic acid; NMR (CDCl3) 8.3 (s, 1), 8.0 (s, 1) ppm.

Aufarbeitung

  1. additionAfter 5 hours the mixture was poured onto ice
  2. filtrationthe white precipitate collected by filtration
  3. washThe solid was washed with water (3×30 mL)
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-870f3e13df194581981554d219872489
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06140351

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