Water → HCID 67117416, compound

HRID 1784672Notes

Reaction equation

HRID 1784672 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9](=O)[NH:10][CH2:11][CH2:12][N:13]=2)=[C:4]([O:15][CH3:16])[CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C(OCC)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:9][NH:10][CH2:11][CH2:12][NH:13]2)=[C:4]([O:15][CH3:16])[CH:3]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 671174173-(4-Fluoro-2-methoxyphenyl)-5,6-dihydro-2(1H)-pyrazinone

Product 1

HCID 67117416HCID 67117416, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

5,6-Dihydro-3-(4-fluoro-2-methoxyphenyl)pyrazinone was added to the solution of lithium aluminium hydride (0.46 g, 12 mmol) in diethyl ether (25 ml) and refluxed for 6 hr. Water (0.48 ml), 15% sodium hydroxide solution (0.48 ml) and again water (1.21 ml) were added to the ice-cooled solution and the precipitate was filtered and washed with dichloromethane. Combined organic layer was evaporated to give 2-(4-fluoro-2-methoxyphenyl)piperazine (0.83 g, 99%).

Workup

  1. temperaturerefluxed for 6 hr
  2. temperaturecooled solution
  3. filtrationthe precipitate was filtered
  4. washwashed with dichloromethane
  5. customCombined organic layer was evaporated

Sources & evidence

ORD record
ord-ea66092116594ad1b3ec7c6eb5d87e87
Source dataset
uspto-grants-2009_03
Patent number
US07504411B2

Reaction notes

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