HCID 22718365, compound → HCID 22718328, compound

HRID 1582763Notes

Reaction equation

HRID 1582763 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH:15]([CH:24]=[CH2:25])[O:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.[OH-].[OH-].[Pd+2]>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([CH2:14][CH:15]([O:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[CH2:24][CH3:25])[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 22718365HCID 22718365, compound

Product 1

HCID 22718328HCID 22718328, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

1-Benzyl-4-[2-vinyl-2-(4-fluorophenoxy)ethyl]piperazine 919 mg was dissolved in ethanol 20 ml, and palladium hydroxide/carbon 50 mg, 51.5% wet was added thereto, and the mixture was reduced for 8 hours under hydrogen pressure at about 3 kg/cm3. After the insolubles were filtered off, the filtrate was evaporated, and the residue was purified by NH silica gel column chromatography (hexane/ethyl acetate system), whereby the title compound, 717 mg, 77%, was obtained as a colorless oil.

Workup

  1. filtrationAfter the insolubles were filtered off
  2. customthe filtrate was evaporated
  3. customthe residue was purified by NH silica gel column chromatography (hexane/ethyl acetate system), whereby the title compound, 717 mg, 77%
  4. customwas obtained as a colorless oil

Sources & evidence

ORD record
ord-36f341c689ef46b689650e8d646e3e86
Source dataset
uspto-grants-2004_05
Patent number
US06737425B1

Reaction notes

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