HCID 18177430, compound → HCID 18177431, compound

HRID 428202Notes

Reaction equation

HRID 428202 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-d8a32e21ebc4496980757e9184a3083d
Source dataset
uspto-grants-2001_11
Patent number
US06313160B1

Reaction notes

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