HCID 23003703, compound → HCID 23003698, compound

HRID 396301Notes

Reaction equation

HRID 396301 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[CH:10]([C:15]([F:18])([F:17])[F:16])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[Pd+2].[OH-]>[OH:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH:10]1[C:15]([F:18])([F:16])[F:17]

Participants

5

Reactant 1

HCID 23003703HCID 23003703, compound

Product 1

HCID 23003698HCID 23003698, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 1-benzyl-4-hydroxy-3-trifluoromethylpiperidine (1.8 g, 6.94 mmole and 20% palladium hydroxide (0.5 g) in methanol (25 ml) was stirred in hydrogen atmosphere (1.atm.) for 17 hr at 50° C. Catalyst was filtered off, washed with methanol, filtrate was concentrated to dryness to give 4-hydroxy-3-trifluoromethylpiperidine as oil. Yield 0.7 g (60%), C6H10F3NO, m/z 170 (M+1).

Workup

  1. filtrationCatalyst was filtered off
  2. washwashed with methanol, filtrate
  3. concentrationwas concentrated to dryness

Sources & evidence

ORD record
ord-18785e5a106b49ad8ad0274cab606b4b
Source dataset
uspto-grants-2003_08
Patent number
US06608078B2

Reaction notes

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