HCID 21949386, compound → 2-(4-Piperidyl)-2-propanol
Reaction equation
[OH:1][C:2]([CH:5]1[CH2:10][CH2:9][N:8](C(OCC2C=CC=CC=2)=O)[CH2:7][CH2:6]1)([CH3:4])[CH3:3]>CO.[Pd]>[OH:1][C:2]([CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)([CH3:4])[CH3:3]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Benzyl 4-(1-hydroxy-1-methylethyl)piperidine-1-carboxylate (1.786 g, 6.44 mmol) synthesized in Production example 42-2 was dissolved in methanol (100 ml) under nitrogen atmosphere; 10% palladium on carbon (50% wet, 1.37 g) was added; the reaction system was purged with hydrogen at atmospheric pressure; and the reaction mixture was stirred overnight. After the reaction system was purged with nitrogen, the catalyst was filtered out, and washed with methanol; the solvent, together with the filtrate and the washing solution, was distilled off; and the residue was dried under reduced pressure to yield the title compound (922 mg, 6.44 mmol, quantitative) as pale gray crystals.
Workup
- customthe reaction system was purged with hydrogen at atmospheric pressure
- customAfter the reaction system was purged with nitrogen
- filtrationthe catalyst was filtered out
- washwashed with methanol
- distillationthe solvent, together with the filtrate and the washing solution, was distilled off
- customand the residue was dried under reduced pressure
Sources & evidence
- ORD record
- ord-6ed4f89146664f3fa2990af8a81ff44b
- Source dataset
- uspto-grants-2008_12
- Patent number
- US07468380B2
Reaction notes
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