Aluminium lithium hydride → HCID 58786687, compound

HRID 1376036Notes

Reaction equation

HRID 1376036 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([N:9]([CH2:26][CH3:27])[C:10](=O)[CH:11]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:18])[CH3:8]>C1COCC1>[CH2:26]([N:9]([CH2:7][CH3:8])[CH2:10][CH:11]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:18])[CH3:27]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 58786654HCID 58786654, compound

Product 1

HCID 58786687HCID 58786687, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To LAH (0.08 g, 2.23 mmol) in THF (10 mL) was added N,N-Diethyl-2-piperazin-1-yl-2-o-tolyl-acetamide (548) (0.22 g, 0.74 mmol) in THF (10 mL). The reaction mixture was allowed to stir at reflux for 8 h. Reaction was allowed to cool to room temperature and was then quenched by the addition of H2O (0.08 mL), 15% NaOH (0.25 mL) and H2O (0.08 mL) again. The resulting aluminum salts were allowed to stir at room temperature for 1 h and then removed by filtration. The filtrate was concentrated to dryness yielding 0.20 g (98%) product.

Workup

  1. temperatureat reflux for 8 h
  2. customReaction
  3. customwas then quenched by the addition of H2O (0.08 mL), 15% NaOH (0.25 mL) and H2O (0.08 mL) again
  4. stirringto stir at room temperature for 1 h
  5. customremoved by filtration
  6. concentrationThe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-cbd62273b4754e22b2fcc9549a9acd95
Source dataset
uspto-grants-2007_01
Patent number
US07169777B2

Reaction notes

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