Potassium Carbonate → N-[3-(4-isopropyl-1-piperazinyl)propyl]phthalimide

HRID 1284626Notes

Reaction equation

HRID 1284626 reaction equation
Br[CH2:2][CH2:3][CH2:4][N:5]1[C:9](=[O:10])[C:8]2=[CH:11][CH:12]=[CH:13][CH:14]=[C:7]2[C:6]1=[O:15].[CH:16]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)([CH3:18])[CH3:17].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH:16]([N:19]1[CH2:24][CH2:23][N:22]([CH2:2][CH2:3][CH2:4][N:5]2[C:9](=[O:10])[C:8]3=[CH:11][CH:12]=[CH:13][CH:14]=[C:7]3[C:6]2=[O:15])[CH2:21][CH2:20]1)([CH3:18])[CH3:17]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 21611N-3-BromopropylphthalimideHCID 780131-Isopropylpiperazine

Product 1

HCID 20252235N-[3-(4-isopropyl-1-piperazinyl)propyl]phthalimideYield 122.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To the solution of N-(3-bromopropyl)phthalimide (30.1 g) in acetone (200 ml) were added 1-isopropyl piperazine (23.0 g) and potassium carbonate (41.4 g). The resulting mixture was refluxed with stirring for 4 hours. The reaction maxture was cooled and then filtered. The filter cake was washed with acetone. The filtrate and washing were combined and evaporated under reduced pressure to give an oil of N-[3-(4-isopropyl-1-piperazinyl)propyl]phthalimide (43.5 g).

Workup

  1. temperatureThe resulting mixture was refluxed
  2. temperatureThe reaction maxture was cooled
  3. filtrationfiltered
  4. washThe filter cake was washed with acetone
  5. washThe filtrate and washing
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-383a35c2c091477eabe0b56b45078754
Source dataset
uspto-grants-1986_01
Patent number
US04563524

Reaction notes

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