Acetone → 1-(3',4'-Dichloro benzyl)-2-phenyl-3-keto piperazine

HRID 1581000Notes

Reaction equation

HRID 1581000 reaction equation
[C:1]1([CH:7]2[C:12](=[O:13])[NH:11][CH2:10][CH2:9][NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:14][C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][C:22]=1[Cl:23])[CH2:18]Cl.CC(C)=O>C(N(CC)CC)C>[Cl:14][C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][C:22]=1[Cl:23])[CH2:18][N:8]1[CH2:9][CH2:10][NH:11][C:12](=[O:13])[CH:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 76093,4-Dichlorobenzyl chlorideHCID 2506813-Phenylpiperazin-2-one

Product 1

HCID 214485781-(3',4'-Dichloro benzyl)-2-phenyl-3-keto piperazine

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

140 g. of 2-phenyl-3-keto piperazine are boiled under reflux with 163 g. of 3,4-dichloro benzylchloride in 1600 cc. of acetone for 6 hours while 330 cc. of triethylamine are added. The hot reaction mixture is filtered to remove precipitated triethyl ammonium chloride and is concentrated by fractional distillation. The resulting crystal fractions are twice recrystallized from 4 l. of 96 % ethanol.

Workup

  1. temperatureunder reflux with 163 g
  2. filtrationThe hot reaction mixture is filtered
  3. customto remove
  4. customprecipitated triethyl ammonium chloride
  5. concentrationis concentrated by fractional distillation
  6. customThe resulting crystal fractions are twice recrystallized from 4 l

Sources & evidence

ORD record
ord-1df8c254c8fb43bf8fe7c6622f970340
Source dataset
uspto-grants-1976_01
Patent number
US03935214

Reaction notes

Loading…