HCID 19762461, compound → HCID 19762467, compound

HRID 1613208Notes

Reaction equation

HRID 1613208 reaction equation
[ClH:1].C([N:9]1[CH2:14][CH2:13][CH:12]([O:15][C:16]2[C:21]([F:22])=[C:20]([F:23])[C:19]([F:24])=[C:18]([F:25])[C:17]=2[F:26])[CH2:11][CH2:10]1)C1C=CC=CC=1.[H][H]>[Pd].CO>[ClH:1].[F:26][C:17]1[C:18]([F:25])=[C:19]([F:24])[C:20]([F:23])=[C:21]([F:22])[C:16]=1[O:15][CH:12]1[CH2:13][CH2:14][NH:9][CH2:10][CH2:11]1

Participants

5

Reactant 2

HCID 19762461HCID 19762461, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19762467HCID 19762467, compoundYield 42%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To 2.0 g of 10% palladium on carbon was added 6.0 g of 1-benzyl-4-(2,3,4,5,6-pentafluorophenoxy)piperidine hydrochloride in 250 ml of methanol. The reaction mixture was pressurized to 50 psi with hydrogen and shaken on a Parr apparatus at room temperature for five hours. The mixture was then filtered and concentrated. Recrystallization of the concentrate from hot isopropanol afforded 1.9 g (42%) of 4-(2,3,4,5,6-pentafluorophenoxy)piperidine hydrochloride, m.p. 187°-190° C.

Workup

  1. filtrationThe mixture was then filtered
  2. concentrationconcentrated
  3. customRecrystallization of the
  4. concentrationconcentrate from hot isopropanol

Sources & evidence

ORD record
ord-7a7e6b48cac3489fbf2d32c18c86ecff
Source dataset
uspto-grants-1993_03
Patent number
US05192776

Reaction notes

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