Hydrochloric Acid → Hydrochloric Acid

HRID 1390144Notes

Reaction equation

HRID 1390144 reaction equation
C(OC1C=CC(OCC[N:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:18][CH2:17]2)=CC=1)C1C=CC=CC=1.[ClH:30]>CCO>[C:22]1([N:19]2[CH2:20][CH2:21][NH:16][CH2:17][CH2:18]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[ClH:30]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 129411031-[2-(4-Benzyloxyphenoxy)ethyl]-4-phenylpiperazine

Product 2

HCID 313Hydrochloric AcidHCID 70961-Phenylpiperazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

35.75 g of 1-[2-(-4-benzyloxyphenoxy)ethyl]-4-phenylpiperazine PG,58 was added rapidly with stirring to 75 ml concentrated HCl and the mixture was heated on a steam bath for 15 minutes. During this time starting material dissolved and then a white crystalline solid began to form and eventually the reaction mixture almost solidified. The reaction was cooled to ~5° and then was diluted with 100 ml EtOH. The solids were filtered off and were washed in EtOH and ether to give 1-]2-(4-hydroxyphenoxy)ethyl]-4-phenylpiperazine as its monohydrochloride. The salt was dissolved in 150 ml hot MeOH and 50 ml H2O and was then treated with 25 ml triethylamine. Water was then added to the refluxing mixture just to the cloud print whereupon the product began to crystallize from solution. The mixture was chilled and the solids were collected by filtration to give the end product, mp 142°-143°.

Workup

  1. temperaturethe mixture was heated on a steam bath for 15 minutes
  2. dissolutiondissolved
  3. customto form
  4. temperatureThe reaction was cooled to ~5°
  5. filtrationThe solids were filtered off
  6. washwere washed in EtOH

Sources & evidence

ORD record
ord-6f14f0b6909d48e58e576881cd41679e
Source dataset
uspto-grants-1981_01
Patent number
US04247710

Reaction notes

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