Aluminium lithium hydride → HCID 20099412, compound

HRID 1434628Notes

Reaction equation

HRID 1434628 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13]([CH3:15])([CH3:14])[C:12](=O)[NH:11][CH2:10][C:9]2=O)=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:9][CH2:10][NH:11][CH2:12][C:13]2([CH3:15])[CH3:14])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 57936038HCID 57936038, compound

Product 1

HCID 20099412HCID 20099412, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 1-(4-chlorophenyl)-6,6-dimethylpiperazine-2,5-dione (0.9 g, 3.56 mmol) in THF (100 mL) at 0° C., was added LiAlH4 (0.54 g, 14.2 mmol) portionwise. The reaction was stirred at 0° C. for 0.5 h, the reaction was warmed to rt and stirred for 1 h. The reaction was carefully quenched with water, diluted with EtOAc, and added solid NaHCO3. The solution was stirred, filtered, and concentrated to give to give 1-(4-chlorophenyl)-2,2-dimethylpiperazine (0.76 g, 3.38 mmol, 95% yield) as a yellow oil.

Workup

  1. temperaturethe reaction was warmed to rt
  2. stirringstirred for 1 h
  3. customThe reaction was carefully quenched with water
  4. additiondiluted with EtOAc
  5. additionadded solid NaHCO3
  6. stirringThe solution was stirred
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customto give

Sources & evidence

ORD record
ord-9eda0e629be145d9a79d9d3f59d751a7
Source dataset
uspto-grants-2009_11
Patent number
US07615556B2

Reaction notes

Loading…