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Water → 4-(Azetidin-1-yl)piperidine dihydrochloride

HRID 492847
Notes
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Reaction equation

HRID 492847 reaction equation
[ClH:1].Cl.[N:3]1([CH:7]2[CH2:12][CH2:11][N:10](CC3C=CC=CC=3)[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4]1.O>CC(O)C.[C].[Pd]>[ClH:1].[ClH:1].[N:3]1([CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 962WaterHCID 231533984-(Azetidin-1-yl)-1-benzylpiperidine dihydrochloride

Product 1

HCID 231531084-(Azetidin-1-yl)piperidine dihydrochlorideYield 185.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 3776IsopropanolSolvent

Procedure

After adding 10% palladium-carbon (600 mg) to a solution of the crude 4-(azetidin-1-yl)-1-benzylpiperidine dihydrochloride (6.55 g) in 2-propanol (50 ml)-water (50 ml), the mixture was stirred for 23 hours at room temperature under a hydrogen atmosphere. The catalyst was filtered and washed with 2-propanol, and then the filtrate was concentrated. Ethanol (10 ml)-hexane (50 ml) was added to the residue to produce suspended precipitate. It was then filtered and washed with 10 ml of ethanol. The filtered precipitate was subjected to aeration drying to provide the title compound (4.26 g) as white powder.

Workup

  1. filtrationThe catalyst was filtered
  2. washwashed with 2-propanol
  3. concentrationthe filtrate was concentrated
  4. additionEthanol (10 ml)-hexane (50 ml) was added to the residue
  5. customto produce
  6. filtrationIt was then filtered
  7. washwashed with 10 ml of ethanol
  8. customdrying

Sources & evidence

ORD record
ord-b94a7eedcb6a491bb16c395c0a673a75
Source dataset
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07531532B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes