HCID 57516616, compound → 4-(Trifluoromethyl)-4-piperidinol

HRID 1898537Notes

Reaction equation

HRID 1898537 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][C:14]([OH:21])([C:17]([F:20])([F:19])[F:18])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>CCO.[Pd]>[F:20][C:17]([F:18])([F:19])[C:14]1([OH:21])[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]1

Participants

4

Reactant 1

HCID 57516616HCID 57516616, compound

Product 1

HCID 179513214-(Trifluoromethyl)-4-piperidinolYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In a round-bottomed flask, 4-hydroxy-4-trifluoromethyl-piperidine-1-carboxylic acid benzyl ester (0.82 g, 2.7 mmol) was dissolved in EtOH (5 mL). 10% Palladium on carbon (Degussa type, 82 mg) was added and the flask was evacuated, flushed with argon, evacuated and flushed with hydrogen. The reaction mixture was stirred under hydrogen atmosphere (balloon) at room temperature overnight then filtered over Celite and rinsed with MeOH. The filtrate was concentrated to afford 0.44 g (97%) of 4-trifluoromethyl-piperidin-4-ol as a pale yellow solid.

Workup

  1. customthe flask was evacuated
  2. customflushed with argon
  3. customevacuated
  4. customflushed with hydrogen
  5. filtrationthen filtered over Celite
  6. washrinsed with MeOH
  7. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-3627670c51bf4a8ca306d1a562070226
Source dataset
uspto-grants-2013_08
Patent number
US08518945B2

Reaction notes

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