Hydrochloric Acid → (S)-2-(4-(N,N-dimethylamino)phenyl)piperazine trihydrochloride

HRID 1784689Notes

Reaction equation

HRID 1784689 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][C@@H:9]1[C:21]1[CH:26]=[CH:25][C:24]([N:27]([CH3:29])[CH3:28])=[CH:23][CH:22]=1)=O)(C)(C)C.[ClH:30]>ClCCl.C(OCC)(=O)C>[ClH:30].[ClH:30].[ClH:30].[CH3:29][N:27]([C:24]1[CH:23]=[CH:22][C:21]([C@H:9]2[CH2:10][NH:11][CH2:12][CH2:13][NH:8]2)=[CH:26][CH:25]=1)[CH3:28]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67117424(S)-1,4-di(t-butoxycarbonyl)-2-(4-(N,N-dimethylamino) phenyl)piperazine

Product 1

HCID 67117392(S)-2-(4-(N,N-dimethylamino)phenyl)piperazine trihydrochlorideYield 96%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of (S)-1,4-di(t-butoxycarbonyl)-2-(4-(N,N-dimethylamino) phenyl)piperazine (556 mg, 1.37 mmol) in dichloromethane (4 mL) was added 4 N hydrogen chloride in ethyl acetate (4 mL). After stirring for 8.5 h, the white precipitate was collected and dried in vacuo to afford (S)-2-(4-(N,N-dimethylamino) phenyl)piperazine trihydrochloride (413 mg, 96%) as white crystals.

Workup

  1. customthe white precipitate was collected
  2. customdried in vacuo

Sources & evidence

ORD record
ord-46722a4ab12e4015b35c2d141eca1c8d
Source dataset
uspto-grants-2009_03
Patent number
US07504411B2

Reaction notes

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