Acetone → HCID 59838128, compound

HRID 2063232Notes

Reaction equation

HRID 2063232 reaction equation
Cl.[CH3:2][NH:3][CH3:4].BrC[CH2:7][CH2:8][CH2:9][C:10]1C=[CH:19][CH:18]=[C:12]2[C:13]([NH:15][C:16](=[O:17])[C:11]=12)=O.C([O-])([O-])=O.[K+].[K+].C[C:28]([CH3:30])=[O:29]>>[CH3:2][N:3]([CH3:4])[CH2:19][CH2:18][CH2:12][CH2:13][N:15]1[C:16](=[O:17])[C:11]2=[CH:10][CH:9]=[CH:8][CH:7]=[C:30]2[C:28]1=[O:29]

Participants

5

Reactant 4

HCID 180AcetoneHCID 10473Dimethylamine, hydrochlorideHCID 11430Potassium CarbonateHCID 21960043Bromobutylphthalimide

Product 1

HCID 59838128HCID 59838128, compound

Procedure

Dimethylamine hydrochloride (1.2 g; 12.5 mmol) and, 1 hr later, 4-bromobutylphtalimide (3.5 g; 12.4 mmol) are added to a suspension of K2CO3 (4.3 g; 31 mmol), in acetone (5 mL) at 25° C.; the suspension is then refluxed overnight. After cooling at r.t., the mixture is filtered and evaporated to dryness; silica gel flash chromatography of the residue oil (eluent CHCl3/CH3OH 8:2) yields N-(4-dimethylamino-butyl)-phtalimide as a white solid (2.2 g; 8.94 mmol).

Workup

  1. temperaturethe suspension is then refluxed overnight
  2. filtrationthe mixture is filtered
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-e919d50ba1f847058cc1c74ff57c3dfd
Source dataset
uspto-grants-2012_10
Patent number
US08288368B2

Reaction notes

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