Hydrochloric Acid → 2-Chloro-4-(piperazin-1-yl)phenol hydrochloride

HRID 269886Notes

Reaction equation

HRID 269886 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[CH:11][C:10]=1[Cl:21])C1C=CC=CC=1.Cl>C(O)(=O)C>[ClH:21].[Cl:21][C:10]1[CH:11]=[C:12]([N:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)[CH:13]=[CH:14][C:9]=1[OH:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 231114781-(4-Benzyloxy-3-chlorophenyl)piperazine

Product 1

HCID 231114972-Chloro-4-(piperazin-1-yl)phenol hydrochlorideYield 207.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 1-(4-benzyloxy-3-chlorophenyl)piperazine (4.739 g), acetic acid (20 mL) and conc. hydrochloric acid (10 mL) were added, followed by 1.5 hours' heating under reflux. The reaction liquid was let stand to cool off, and from which the solvent was distilled off by heating under reduced pressure. The crude product was suspended in tetrahydrofuran, recovered by filtration, washed with tetrahydrofuran and dried by heating under reduced pressure to provide 2-chloro-4-(piperazin-1-yl)phenol hydrochloride (4.050 g).

Workup

  1. temperature' heating
  2. temperatureunder reflux
  3. customThe reaction liquid
  4. temperatureto cool off
  5. distillationfrom which the solvent was distilled off
  6. temperatureby heating under reduced pressure
  7. filtrationrecovered by filtration
  8. washwashed with tetrahydrofuran
  9. customdried
  10. temperatureby heating under reduced pressure

Sources & evidence

ORD record
ord-0aa88f9d154d459ab944c482bd0724fa
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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