N-(1-benzylpiperidin-4-yl)-2,2,2-trifluoroacetamide → 2,2,2-trifluoro-N-(piperidin-4-yl)acetamide

HRID 1382707Notes

Reaction equation

HRID 1382707 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:17]([F:20])([F:19])[F:18])=[O:16])[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>[Pd].CO>[F:20][C:17]([F:18])([F:19])[C:15]([NH:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)=[O:16]

Participants

5

Reactant 2

HCID 1531300N-(1-benzylpiperidin-4-yl)-2,2,2-trifluoroacetamideHCID 178418361HCID 178418361, compound

Product 1

HCID 107742532,2,2-trifluoro-N-(piperidin-4-yl)acetamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 92 g of 1-benzyl 4-trifluoromethylcarbonylamino piperidine (X) and 9 g of wet 10% palladium on charcoal in 1000 ml of methanol is left under agitation for 8 days in a hydrogen atmosphere at room temperature. Then it is filtered, the filtrate is evaporated and the residue chromatographed on a silica column (M.P.L.C.). By eluting with pure methanol, 44 g of the expected product are obtained.

Workup

  1. filtrationThen it is filtered
  2. customthe filtrate is evaporated
  3. customthe residue chromatographed on a silica column (M.P.L.C.)
  4. washBy eluting with pure methanol, 44 g of the expected product
  5. customare obtained

Sources & evidence

ORD record
ord-86bc40a3c3864ef5aaf2999be51a3d40
Source dataset
uspto-grants-1989_02
Patent number
US04808582

Reaction notes

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