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

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

Reactant 3

HCID 313Hydrochloric Acid

HCID 10340Sodium Carbonate

HCID 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).