4'-Fluoroacetophenone → p-(4-Propyl-1-piperazinyl)acetophenone

HRID 972677Notes

Reaction equation

HRID 972677 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[CH2:11]([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)[CH2:12][CH3:13].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[CH2:11]([N:14]1[CH2:19][CH2:18][N:17]([C:2]2[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=2)[CH2:16][CH2:15]1)[CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 98284'-FluoroacetophenoneHCID 11430Potassium CarbonateHCID 415812Piperazine, 1-propyl-, hydrochloride (1:2)

Product 1

HCID 21404502p-(4-Propyl-1-piperazinyl)acetophenone

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of 33.2 g. of p-fluoroacetophenone, 48.3 g. of N-propylpiperazine and 99.5 g. of potassium carbonate in 100 ml. of dimethyl sulfoxide is stirred and heated at 95° for 4.5 hours, then cooled and poured into ice water. The precipitate of p-(4-propyl-1-piperazinyl)-acetophenone is collected by filtration, washed with water and dried; m.p. 68°-70° after crystallization from hexane.

Workup

  1. additionA mixture of 33.2 g
  2. temperatureheated at 95° for 4.5 hours
  3. temperaturecooled
  4. filtrationThe precipitate of p-(4-propyl-1-piperazinyl)-acetophenone is collected by filtration
  5. washwashed with water
  6. customdried
  7. customm.p. 68°-70° after crystallization from hexane

Sources & evidence

ORD record
ord-89da750964124324a2727d42580a0f75
Source dataset
uspto-grants-1977_10
Patent number
US04053470

Reaction notes

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