Sulfuric Acid → 1,3,5-Triiodo-2,4,6-triacetoxymethylbenzene

HRID 1604138Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1604138
[I:1][C:2]1[C:7]([CH3:8])=[C:6]([I:9])[C:5]([CH3:10])=[C:4]([I:11])[C:3]=1[CH3:12].C([O:16][C:17](=[O:19])[CH3:18])(=O)C.S(=O)(=O)(O)O.[Mn]([O-])(=O)(=O)=O.[K+]>C(O)(=O)C>[I:1][C:2]1[C:3]([CH2:12][O:19][C:17](=[O:16])[CH3:18])=[C:4]([I:11])[C:5]([CH2:10][O:19][C:17](=[O:16])[CH3:18])=[C:6]([I:9])[C:7]=1[CH2:8][O:16][C:17](=[O:19])[CH3:18]

Komponenten

6

Edukt 4

HCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 516875Potassium PermanganateHCID 6356131,3,5-Triiodo-2,4,6-trimethylbenzene

Produkt 1

HCID 235425991,3,5-Triiodo-2,4,6-triacetoxymethylbenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Triiodomesitylene (19.5 g, 39 mmol) was added to glacial acetic acid (200 ml) containing acetic anhydride (400 ml) and concentrated sulfuric acid (40 ml). Solid potassium permanganate (24.6 g, 156 mmol) was then added in small portions over a period of 3 h. After stirring for 16 h, the solvent was evaporated and water (200 ml) was added. The aqueous suspension was extracted with dichloromethane (250 ml) and the organic phase was washed with water (3×50 ml), dried (MgSO4) and evaporated. The solid residue was suspended in acetone and the white crystalline product was collected by filtration. Yield: 9.3 g (35%).

Aufarbeitung

  1. customthe solvent was evaporated
  2. additionwater (200 ml) was added
  3. extractionThe aqueous suspension was extracted with dichloromethane (250 ml)
  4. washthe organic phase was washed with water (3×50 ml)
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. filtrationthe white crystalline product was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-04cc8a972fa844bab63a14f34af4a8f7
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05993780

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