1-Benzyl-4-(trifluoromethyl)piperidin-4-ol → 4-(Trifluoromethyl)-4-piperidinol

HRID 734763Notes

Reaction equation

HRID 734763 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([C:15]([F:18])([F:17])[F:16])([OH:14])[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[F:18][C:15]([F:16])([F:17])[C:11]1([OH:14])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 230037021-Benzyl-4-(trifluoromethyl)piperidin-4-olHCID 178418361HCID 178418361, compound

Product 1

HCID 179513214-(Trifluoromethyl)-4-piperidinol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 6.48 g (25.00 mmol) of 1-benzyl-4-trifluoromethylpiperidin-4-ol and 810 mg Pd/C (10%) in 100 mL of MeOH was hydrogenated at RT and 3 bar hydrogen pressure for 17 hours. The catalyst was filtered off and the filtrate evaporated down in vacuo. Yield: 4.22 g (quant. yield); C6H10F3NO (M=169.145); calc.: molpeak (M+H)+: 170; found: molpeak (M+H)+: 17; Rf value: 0.00 (silica gel, cyc/EtOAc 2:1).

Workup

  1. customwas hydrogenated at RT
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate evaporated down in vacuo

Sources & evidence

ORD record
ord-ab68702b99324b55b38f6f38ef6bd6e7
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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