Potassium Iodide → HCID 58556505, compound

HRID 1393885Notes

Reaction equation

HRID 1393885 reaction equation
[I:1]([O-])(=O)=O.[K+].[C:6]([N:14]1[C:26]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[C:20]2[C:15]1=[CH:16][CH:17]=[CH:18][CH:19]=2)(=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[I-:27].[K+]>C(O)(=O)C>[I:27][C:18]1[CH:17]=[CH:16][C:15]2[N:14]([C:6](=[O:13])[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:26]3[C:21]([C:20]=2[CH:19]=1)=[CH:22][C:23]([I:1])=[CH:24][CH:25]=3

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 950529-BenzoylcarbazoleHCID 23665710Potassium Iodate

Product 1

HCID 58556505HCID 58556505, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Potassium iodate (16.05 g, 75 mmol, available from Aldrich) is added in one portion to a stirred mixture of 9-benzoyl-9H-carbazole (34 mmol, available from Aldrich), potassium iodide (10.96 g, 66 mmol), and acetic acid (100 ml) at 80° C. The reaction mixture is stirred and heated for 1 hour. After the reaction was completed, the acetic acid is removed by distillation. The residue is dissolved in ethyl acetate and washed several times with water and sodium bicarbonate solution. The organic layer is dried over anhydrous magnesium sulfate, filtered, concentrated, and dried. The product is isolated and purified by conventional purification techniques such as recrystallization and chromatography.

Workup

  1. temperatureheated for 1 hour
  2. customthe acetic acid is removed by distillation
  3. dissolutionThe residue is dissolved in ethyl acetate
  4. washwashed several times with water and sodium bicarbonate solution
  5. dry with materialThe organic layer is dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customdried
  9. customThe product is isolated
  10. custompurified by conventional purification techniques such as recrystallization and chromatography

Sources & evidence

ORD record
ord-ec8aad43608f4f9c80cc9035450490f7
Source dataset
uspto-grants-2008_03
Patent number
US07348116B2

Reaction notes

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