Acetic Acid → 2-Iodo-4-nitrobenzoic acid

HRID 968278Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 968278
[I-].[K+].[I:3]([C:5]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])=O.C(O)(=O)C>O>[I:3][C:5]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 4875Potassium IodideHCID 3714830Benzoic acid, 2-iodosyl-4-nitro-

Produkt 1

HCID 4589642-Iodo-4-nitrobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
23 °C

Versuchsvorschrift

Solid potassium iodide (55 g, 0.33 mol) was added in one portion to a suspension of 2-iodosyl-4-nitro-benzoic acid I-1a (54.9 g, 0.18 mol) in water (250 ml) and glacial acetic acid (50 ml). Over the next 5-10 minutes, the solids gradually went into solution and the solution turned from off-white to red. After stirring for one hour at 23° C., gaseous sulfur dioxide was bubbled through the reaction mixture until the red color dissipated and a pale green suspension had formed. The solids were collected by filtration, co-evaporated from toluene (3×250 ml), and dried in vacuo to affort 2-iodo-4-nitrobenzoic acid I-1b (33 g, 64%).

Aufarbeitung

  1. customOver the next 5-10 minutes
  2. customgaseous sulfur dioxide was bubbled through the reaction mixture until the red color
  3. customa pale green suspension had formed
  4. filtrationThe solids were collected by filtration
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3c96c164c96c4e5680b852debc230534
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06958347B2

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