Hydrochloric Acid → 2-Benzhydrylpiperazine dihydrochloride

HRID 1006316Notes

Reaction equation

HRID 1006316 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][N:12](C)[CH:11]([CH:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:10]1)=O)(C)(C)C>O1CCOCC1.C(O)C>[ClH:1].[ClH:1].[CH:16]([CH:11]1[CH2:10][NH:9][CH2:14][CH2:13][NH:12]1)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 226745434-Tert-butoxycarbonyl-2-benzhydryl-1-methylpiperazine

Product 1

HCID 226747432-Benzhydrylpiperazine dihydrochloride

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

4N Hydrogen chloride in 1,4-dioxane (44 ml) was added to a solution of 4-tert-butoxycarbonyl-2-benzhydryl-1-methylpiperazine (6.5 g) in ethanol (33 ml) under ice-cooling over 30 minutes. The mixture was stirred at room temperature for 4 hours and evaporated under reduced pressure. The residue was triturated with diisopropyl ether and the resulting solid was collected by filtration to give 2-benzhydrylpiperazine dihydrochloride (6.02 g) as a powder.

Workup

  1. temperaturecooling over 30 minutes
  2. customevaporated under reduced pressure
  3. customThe residue was triturated with diisopropyl ether
  4. filtrationthe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-e733c5bed9424b8b95a6b6861fe0742c
Source dataset
uspto-grants-2004_09
Patent number
US06787543B2

Reaction notes

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