HCID 67506447, compound → HCID 67505880, compound

HRID 473808Notes

Reaction equation

HRID 473808 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:14][C:13]([OH:19])([C:15]([F:18])([F:17])[F:16])[CH2:12][CH2:11][N:10]2C(OCC2C=CC=CC=2)=O)[CH:5]=[CH:6][C:7]=1[F:8]>CO.[Pd]>[F:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:14][C:13]([C:15]([F:17])([F:18])[F:16])([OH:19])[CH2:12][CH2:11][NH:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 1

HCID 67506447HCID 67506447, compound

Product 1

HCID 67505880HCID 67505880, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl 2-(3,4-difluorophenyl)-4-hydroxy-4-(trifluoromethyl)piperidine-1-carboxylate (0.24 g, 0.60 mmol) in methanol (100 mL) was hydrogenated in the presence of catalytic 10% palladium on carbon at atmospheric pressure for 12 h. The catalyst was filtered off and the filtrate was concentrated and dried to give 2-(3,4-difluorophenyl)-4-(trifluoromethyl)piperidin-4-ol (0.13 g, 78%). MS (EI) for C12H12F5NO: 282 (MI-1′).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. customdried

Sources & evidence

ORD record
ord-3a303ded46d74c1d90360928006afda9
Source dataset
uspto-grants-2014_01
Patent number
US08637499B2

Reaction notes

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