Hydrochloric Acid → 1-(4-Hexyloxyphenyl)piperazine dihydrochloride

HRID 351547Notes

Reaction equation

HRID 351547 reaction equation
C([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)(=O)C.C([O-])([O-])=O.[Na+].[Na+].[ClH:29]>>[ClH:29].[ClH:29].[CH2:17]([O:16][C:13]1[CH:14]=[CH:15][C:10]([N:7]2[CH2:8][CH2:9][NH:4][CH2:5][CH2:6]2)=[CH:11][CH:12]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 227132431-Acetyl-4-(4-hexyloxyphenyl)piperazine

Product 1

HCID 227131621-(4-Hexyloxyphenyl)piperazine dihydrochloride

Procedure

A solution of 1-acetyl-4-(4-hexyloxyphenyl)piperazine (14 g) in 1N HCl was refluxed for 5 hours. The reaction mixture was adjusted to pH 8 with saturated Na2CO3 aq. and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure. To the residue was added ethyl acetate and 4N HCl in ethyl acetate (23 ml) and stirred for 1 hour. The resulting precipitate was collected by filtration to give 1-(4-hexyloxyphenyl)piperazine dihydrochloride (8.669 g).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationThe magnesium sulfate was filtered off
  4. customthe filtrate was evaporated under reduced pressure
  5. additionTo the residue was added ethyl acetate and 4N HCl in ethyl acetate (23 ml)
  6. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-c450dde72fa44f229b6bb3779ea872d8
Source dataset
uspto-grants-2004_06
Patent number
US06743776B2

Reaction notes

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