1-Phenylpiperazine → 1-{4-[2-Hydroxy-3-(4-phenylpiperazin-1-yl)propoxy]phenyl}propan-2-one

HRID 1249375Notes

Reaction equation

HRID 1249375 reaction equation
[O:1]1[CH2:15][CH:2]1[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12](=[O:14])[CH3:13])=[CH:7][CH:6]=1.[CH:16]1[CH:17]=[CH:18][C:19]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[CH:20][CH:21]=1>CC(C)=O>[CH2:11]([C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH:2]([OH:1])[CH2:15][N:25]2[CH2:26][CH2:27][N:22]([C:19]3[CH:20]=[CH:21][CH:16]=[CH:17][CH:18]=3)[CH2:23][CH2:24]2)=[CH:6][CH:7]=1)[C:12](=[O:14])[CH3:13]

Participants

4

Reactant 2

HCID 70961-PhenylpiperazineHCID 13603435HCID 13603435, compound

Product 1

HCID 2157101-{4-[2-Hydroxy-3-(4-phenylpiperazin-1-yl)propoxy]phenyl}propan-2-oneYield 92.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

10.0 g of 4-(2,3-epoxypropoxy)phenylacetone are dissolved in 60 ml of acetone and the solution is heated under reflux with 7.64 g of phenylpiperazine for 3 hours. The mixture is allowed to cool and the product which has crystallised out is filtered off with suction. 16.05 g of 1-[4-(propan-2-on-yl)-phenoxy]-3-(4-phenylpiperazin-1-yl)-propan-2-ol are obtained.

Workup

  1. temperaturethe solution is heated
  2. temperatureto cool
  3. customthe product which has crystallised out
  4. filtrationis filtered off with suction

Sources & evidence

ORD record
ord-dc5846d0c2304e14b83f8074a414bb30
Source dataset
uspto-grants-1986_12
Patent number
US04631281

Reaction notes

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