Aluminium lithium hydride → HCID 54434769, compound

HRID 2288221Notes

Reaction equation

HRID 2288221 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:14]1[CH2:19][C:18](=O)[NH:17][C@H:16]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[C:15]1=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>O1CCCC1>[CH2:7]([N:14]1[CH2:19][CH2:18][NH:17][C@H:16]([CH2:21][C:22]2[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=2)[CH2:15]1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 53791729HCID 53791729, compound

Product 1

HCID 54434769HCID 54434769, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To an ice-cooled suspension of lithium aluminum hydride (1.2 g) in tetrahydrofuran (91 ml) was added (3R)-1-benzyl-3-(4-fluorobenzyl)piperazine-2,5-dione (4.95 g) by small portions. The mixture was stirred at the same temperature for 15 minutes and at room temperature for one hour. After removal of solvent by evaporation, aqueous sodium hydrogen carbonate solution was added to the resulting residue. The mixture was warmed at near 50° C. for several minutes and the resulting precipitates were collected by filtration, washed with water and dried in vacuo to give (3R)-1-benzyl-3-(4-fluorobenzyl)piperazine (4.60 g) as an oil.

Workup

  1. customAfter removal of solvent
  2. customby evaporation, aqueous sodium hydrogen carbonate solution
  3. additionwas added to the resulting residue
  4. temperatureThe mixture was warmed at near 50° C. for several minutes
  5. customthe resulting precipitates
  6. filtrationwere collected by filtration
  7. washwashed with water
  8. customdried in vacuo

Sources & evidence

ORD record
ord-fb2e12f5a54943c7bf95cf1010ffbba0
Source dataset
uspto-grants-2000_07
Patent number
US06087357

Reaction notes

Loading…