Aluminium lithium hydride → HCID 59716948, compound

HRID 1992721Notes

Reaction equation

HRID 1992721 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-08de9acea7b347f79d7f202cd94f7ec7
Source dataset
uspto-grants-2010_01
Patent number
US07649092B2

Reaction notes

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