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Hydrochloric Acid → 1-(Cyclohexylmethyl)piperazine hydrochloride

HRID 22954
Notes
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Reaction equation

HRID 22954 reaction equation
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(N1CCNCC1)=O.C([N:25]1[CH2:30][CH2:29][N:28]([CH2:31][CH:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)[CH2:27][CH2:26]1)=O.[ClH:38]>C(Cl)Cl>[ClH:38].[CH:32]1([CH2:31][N:28]2[CH2:27][CH2:26][NH:25][CH2:30][CH2:29]2)[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 821911-PiperazinecarboxaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 225914231-Formyl-4-cyclohexylmethylpiperazine

Product 1

HCID 225913861-(Cyclohexylmethyl)piperazine hydrochloride

Reagents, catalysts & solvents 1

HCID 6344
Dichloromethane
Solvent

Procedure

Sodium triacetoxyborohydride (10.51 g) was added to a methylene chloride (50 ml) solution containing N-formylpiperazine (5.08 g) and cyclohexanecarboxyaldehyde (7.50 g) under ice-cooling, and the mixture was stirred at room temperature for 18 hours to undergo reaction, thereby obtaining 1-formyl-4-cyclohexylmethylpiperazine, which was then acid-treated with hydrochloric acid to obtain 1-(cyclohexylmethyl)piperazine.hydrochloride.

Workup

  1. temperaturecooling
  2. customreaction

Sources & evidence

ORD record
ord-297bfe60233642e4b473882bdbf3e196
Source dataset
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06849622B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes