HCID 18177430, compound → HCID 18177431, compound

HRID 394698Notes

Reaction equation

HRID 394698 reaction equation
C1(=O)[NH:5]C(=O)C2=CC=CC=C12.[K].[CH2:13]([O:18][C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[O:25][CH2:24][C:23]([CH2:29]Br)=[CH:22]2)[CH2:14][CH2:15][CH2:16][CH3:17]>CN(C=O)C.O>[CH2:13]([O:18][C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[O:25][CH2:24][C:23]([CH2:29][NH2:5])=[CH:22]2)[CH2:14][CH2:15][CH2:16][CH3:17]

Participants

5

Reactant 2

HCID 18177430HCID 18177430, compoundHCID 24194345Phthalimide potassium salt

Product 1

HCID 18177431HCID 18177431, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

1.25 g (6.75 mmol) of potassium phthalimide are added to a solution of 1.4 g (4.5 mmol) of the brominated compound obtained in Step D in 15 ml of DMF; the medium is then stirred overnight at ambient temperature and under argon. After evaporation of the solvent in vacuo, the residue obtained is taken up in water; the aqueous phase is then extracted with dichloromethane. The organic phase, dried over magnesium sulphate and then filtered, is concentrated in vacuo. Chromatography on a silica column (eluant: ethyl acetate/petroleum ether 10/90) allows access to the title phthalimide in the form of a white solid.

Workup

  1. customAfter evaporation of the solvent in vacuo
  2. customthe residue obtained
  3. extractionthe aqueous phase is then extracted with dichloromethane
  4. dry with materialThe organic phase, dried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationis concentrated in vacuo

Sources & evidence

ORD record
ord-c4433029626e4aeb88bf7134242cc2a4
Source dataset
uspto-grants-2003_08
Patent number
US06602903B2

Reaction notes

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