HCID 68734897, compound → HCID 53853565, compound

HRID 2382194Notes

Reaction equation

HRID 2382194 reaction equation
[C:1]1([C:7]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)=[C:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.[H][H].[Pd]>[C:1]1([CH:7]([C:14]2[CH:15]=[CH:16][C:17]([C:20]([F:23])([F:21])[F:22])=[CH:18][CH:19]=2)[CH:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 1

HCID 68734897HCID 68734897, compound

Product 1

HCID 53853565HCID 53853565, compoundYield 99.7%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

To a solution of 4-(phenyl(4-(trifluoromethyl)phenyl)methylene)piperidine (0.5 g, 1.57 mmol) in MeOH (15 mL) was added Pd/C (0.1 g) and the mixture was stirred in hydrogen at 3 atmospheric pressure for 12 h. It was filtered through silica gel pad, washed with MeOH and concentrated to give crude 4-(phenyl(4-(trifluoromethyl)phenyl)methyl)piperidine (0.5 g, 98% yield) as a grey solid which was used in the next step without further purification. MS (ESI, pos. ion) m/z: 320 (M+1).

Workup

  1. filtrationIt was filtered through silica gel pad
  2. washwashed with MeOH
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-2b8fb5a314374dda8fa204690929971e
Source dataset
uspto-grants-2012_09
Patent number
US08258306B2

Reaction notes

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