Potassium Iodide → HCID 15391782, compound

HRID 428168Notes

Reaction equation

HRID 428168 reaction equation
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].[I-].[K+].Br[CH2:16][C:17]1[CH2:18][O:19][C:20]2[C:25]([CH:26]=1)=[C:24]1[O:27][CH2:28][CH2:29][O:30][C:23]1=[CH:22][CH:21]=2>CN(C)C=O.O>[O:27]1[C:24]2=[C:25]3[C:20](=[CH:21][CH:22]=[C:23]2[O:30][CH2:29][CH2:28]1)[O:19][CH2:18][C:17]([CH2:16][N:5]1[C:1](=[O:11])[C:2]2[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4]1=[O:6])=[CH:26]3

Participants

6

Reactant 3

HCID 4875Potassium IodideHCID 15391780HCID 15391780, compoundHCID 24194345Phthalimide potassium salt

Product 1

HCID 15391782HCID 15391782, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

2.36 g (12.75 mmol) of potassium phthalimide and also 0.166 g (1 mmol) of potassium iodide are added to a solution of 2.54 g (8.5 mmol) of the brominated compound obtained in Step E in 20 ml of anhydrous N,N-dimethylformamide; the medium is then stirred under argon for 10 hours. The solvent is evaporated in vacuo; the residue obtained is then taken up in water and extracted with dichloromethane. The organic phase is dried over magnesium sulphate and then concentrated under reduced pressure. Chromatography on a silica column (eluant:ethyl acetate/petroleum ether 10/90) yields the title phthalimide in the form of a white solid.

Workup

  1. customThe solvent is evaporated in vacuo
  2. customthe residue obtained
  3. extractionextracted with dichloromethane
  4. dry with materialThe organic phase is dried over magnesium sulphate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-68dd6065bacf4b4583ead765c7af6dd4
Source dataset
uspto-grants-2001_11
Patent number
US06313160B1

Reaction notes

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