HCID 23003721, compound → 4-Hydroxy-3-methyl-4-trifluoromethyl-piperidine
Reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([OH:18])([C:14]([F:17])([F:16])[F:15])[CH:10]([CH3:19])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[Pd+2].[OH-]>[OH:18][C:11]1([C:14]([F:17])([F:15])[F:16])[CH2:12][CH2:13][NH:8][CH2:9][CH:10]1[CH3:19]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
A mixture of 1-benzyl-4-hydroxy-3-methyl-4-trifluoromethylpiperidine (5.1 g, 18.68 mmole) and 20% palladium hydroxide (1 g) in methanol (100 ml) was stirred in hydrogen atmosphere (1 atm.) for 12 hr at 35° C. Catalyst was filtered off, washed with methanol, filtrate was concentrated to dryness to give 4-hydroxy-3-methyl-4-trifluoromethyl-piperidine as oil. Yield 3.4 g (99%), C7H12F3NO, m/z 184 (M+1)
Workup
- filtrationCatalyst was filtered off
- washwashed with methanol, filtrate
- concentrationwas concentrated to dryness
Sources & evidence
- ORD record
- ord-a734d4632f7642b4873f33c4afed0799
- Source dataset
- uspto-grants-2003_08
- Patent number
- US06608078B2
Reaction notes
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