Salicylaldehyde → 5-Iodosalicylaldehyde

HRID 2756

Reaktionsgleichung

Reaktionsgleichung von HRID 2756
[CH:1](=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].ClCl.[I:12]Cl.S([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[OH:4][C:3]1[CH:5]=[CH:6][C:7]([I:12])=[CH:8][C:2]=1[CH:1]=[O:9]

Komponenten

6

Edukt 4

HCID 6998SalicylaldehydeHCID 24437Sodium SulfiteHCID 24526ChlorineHCID 24640Iodine chloride

Produkt 1

HCID 2526125-Iodosalicylaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of salicylaldehyde (10 g, 82 mmol) in 50 mL of CH2 Cl2 is added 22 mL of a 1M ICl solution in CH2Cl2. The solution is stirred for 14 h. After this time, a saturated solution of sodium sulfite is added until the color is discharged. The solution is diluted with CH2Cl2. The layers are separated. The organic layer is washed with water. The organic layer is dried over MgSO4, filtered and concentrated. The resulting crude material is recrystallized from cyclohexane to give the title compound (7.2 g, 32 mmol) as white solid.

Aufarbeitung

  1. customThe layers are separated
  2. washThe organic layer is washed with water
  3. dry with materialThe organic layer is dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe resulting crude material is recrystallized from cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-8ec2d97e687846619b32961cdb968717
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731315

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