Water → 4-(Azetidin-1-yl)piperidine dihydrochloride
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]1Participants
5
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
- filtrationThe catalyst was filtered
- washwashed with 2-propanol
- concentrationthe filtrate was concentrated
- additionEthanol (10 ml)-hexane (50 ml) was added to the residue
- customto produce
- filtrationIt was then filtered
- washwashed with 10 ml of ethanol
- customdrying
Sources & evidence
- ORD record
- ord-b94a7eedcb6a491bb16c395c0a673a75
- Source dataset
- uspto-grants-2009_05
- Patent number
- US07531532B2
Reaction notes
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