Aluminium lithium hydride → HCID 21997863, compound

HRID 2791Notes

Reaction equation

HRID 2791 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[C:7]1([C:13]2[CH2:14][CH2:15][N:16]([CH2:19][C:20](=O)[CH2:21][CH2:22][N:23]3[CH:27]=[CH:26][CH:25]=[N:24]3)[CH2:17][CH:18]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1COCC1>[C:7]1([C:13]2[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][CH2:21][CH2:22][N:23]3[CH:27]=[CH:26][CH:25]=[N:24]3)[CH2:15][CH:14]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 21997873HCID 21997873, compound

Product 1

HCID 21997863HCID 21997863, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.0 g of LiAlH4 are added to a solution of 3.3 g (10 mmol) of 1-[4-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)-3-oxobutyl]-1H-pyrazole in 25 ml of THF. The resulting mixture is refluxed for 2 hours. The excess LiAlH4 is destroyed by addition of concentrated NaOH and water. The inorganic salts are filtered off and the THF is evaporated under vacuum, giving 2.6 g (8.2 mmol) of 1-[4-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)butyl]-1H-pyrazole.

Workup

  1. temperatureThe resulting mixture is refluxed for 2 hours
  2. customThe excess LiAlH4 is destroyed by addition of concentrated NaOH and water
  3. filtrationThe inorganic salts are filtered off
  4. customthe THF is evaporated under vacuum

Sources & evidence

ORD record
ord-1d493516fe2d4ee2a7f47af68aa4490b
Source dataset
uspto-grants-1998_03
Patent number
US05731331

Reaction notes

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