Aluminium lithium hydride → HCID 59716948, compound

HRID 2224132Notes

Reaction equation

HRID 2224132 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([CH2:14][C:16]2([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:17][CH2:18][N:19]([CH3:22])[CH2:20][CH2:21]2)[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 59716943HCID 59716943, compound

Product 1

HCID 59716948HCID 59716948, compoundYield 103.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (4-benzylpiperazin-1-yl)(1-methyl-4-phenylpiperidin-4-yl)methanone (1.5 g, 4 mmol) in THF (30 ml) was added LiAlH4 (8 mmol) in portions. The resulting mixture was stirred at room temperature overnight. The mixture was quenched with ethyl acetate and methanol then made alkaline with 10% NaOH solution and extracted with ethyl acetate (3×40). The combined organic solution was dried and concentrated to give 1.5 g of desired product.

Workup

  1. customThe mixture was quenched with ethyl acetate and methanol
  2. extractionextracted with ethyl acetate (3×40)
  3. customThe combined organic solution was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-b4f5d047836640b0b0ca3b4d5f2edc56
Source dataset
uspto-grants-2008_05
Patent number
US07378420B2

Reaction notes

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