1-(2-Methoxyphenyl)piperazine → HCID 13729379, compound

HRID 1906436Notes

Reaction equation

HRID 1906436 reaction equation
[C:1]([C:4]1[O:5][C:6]2[C:12]([O:13][CH2:14][CH:15]([OH:18])[CH2:16]Cl)=[CH:11][CH:10]=[CH:9][C:7]=2[CH:8]=1)(=[O:3])[CH3:2].[CH3:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1.[OH-].[Na+]>O1CCOCC1>[C:1]([C:4]1[O:5][C:6]2[C:12]([O:13][CH2:14][CH:15]([OH:18])[CH2:16][N:30]3[CH2:29][CH2:28][N:27]([C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=4[O:20][CH3:19])[CH2:32][CH2:31]3)=[CH:11][CH:10]=[CH:9][C:7]=2[CH:8]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 13461-(2-Methoxyphenyl)piperazineHCID 14798Sodium HydroxideHCID 3028299HCID 3028299, compound

Product 1

HCID 13729379HCID 13729379, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

There was dissolved 1.3 g (0.005 mole) of 2-acetyl-7-(3-chloro-2-hydroxypropoxy)benzofuran and 1.1 g (0.0055 mole) of 1-(2-methoxyphenyl)piperazine in 10 ml of dioxane, and then the mixture was refluxed with heating for 6 hours. After completion of the reaction, 2N-NaOH solution was added to give the free base, which was extracted from chloroform. The extract was dried with magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resultant residue was crystallized from ethyl acetate.

Workup

  1. temperaturethe mixture was refluxed
  2. temperaturewith heating for 6 hours
  3. additionwas added
  4. customto give the free base, which
  5. extractionwas extracted from chloroform
  6. dry with materialThe extract was dried with magnesium sulfate
  7. distillationthe solvent was distilled away under reduced pressure
  8. customThe resultant residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-5caf19b29aa345c39d4b0b5c97189fa9
Source dataset
uspto-grants-1987_03
Patent number
US04652566

Reaction notes

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