1-Phenylpiperazine → HCID 13120460, compound

HRID 1639076Notes

Reaction equation

HRID 1639076 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][CH:7](Cl)[CH:8]([OH:11])[CH2:9][CH3:10])=[C:4]([CH3:15])[CH:3]=1.[C:16]1([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CC(O)C>[ClH:1].[ClH:1].[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][CH2:7][CH:8]([OH:11])[CH2:9][CH2:10][N:25]2[CH2:26][CH2:27][N:22]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:23][CH2:24]2)=[C:4]([CH3:15])[CH:3]=1

Participants

4

Reactant 2

HCID 70961-PhenylpiperazineHCID 19840260HCID 19840260, compound

Product 1

HCID 13120460HCID 13120460, compoundYield 157.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 18.72 g (0.075 mole) of 1-(4-chloro-2-methylphenoxy)-2-hydroxybutyl chloride, 16.2 g (0.1 mole) of N-phenylpiperazine and 350 ml of 2-propanol was heated at reflux for 16 hr. The white crystalline precipitate which formed on standing at room temperature was filtered. The resulting white crystalline solid was identified as the hydrochloride salt of the N-phenylpiperazine. The filtrate was mixed with 60 ml of ethereal hydrogen chloride and precipitated in ether. The white crystalline solid was filtered off and recrystallized with acetone to give 17.6 g of title compound, m.p. 186°-188° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 16 hr
  3. customThe white crystalline precipitate which formed
  4. customon standing at room temperature
  5. filtrationwas filtered
  6. additionThe filtrate was mixed with 60 ml of ethereal hydrogen chloride
  7. customprecipitated in ether
  8. filtrationThe white crystalline solid was filtered off
  9. customrecrystallized with acetone

Sources & evidence

ORD record
ord-4ab66d6dfcc5464681decd9653c5d18f
Source dataset
uspto-grants-1989_11
Patent number
US04882330

Reaction notes

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