Aluminium lithium hydride → HCID 66606873, compound

HRID 1193356Notes

Reaction equation

HRID 1193356 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][N:8]1[CH2:13][CH2:12][N:11]([CH:14]2[CH2:19][CH2:18][CH2:17][C:16](=[N:20]O)[CH2:15]2)[CH2:10][CH2:9]1>C1COCC1>[CH3:7][N:8]1[CH2:9][CH2:10][N:11]([CH:14]2[CH2:19][CH2:18][CH2:17][CH:16]([NH2:20])[CH2:15]2)[CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 76818454HCID 76818454, compound

Product 1

HCID 66606873HCID 66606873, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

LAH (13015 g, 355.45 mmol, 2.5 eq.) was taken up in THF (600 ml), and 3-(4-methylpiperazin-1-yl)cyclohexanone oxime (30.0 g, 142.18 mmol, 1.0 eq.) was added in portions at 0° C. The reaction mixture was then heated to RT and refluxed for 14 hours. Then it was cooled to 0° C. again, hydrolyzed with 15% NaOH solution (15 ml), filtered off and washed with 10% MeOH in DCM (500 ml). The filtrate was concentrated under reduced pressure and used in the next stage without being purified further. Yield: 67% (19.0 g, 96.44 mmol)

Workup

  1. temperaturerefluxed for 14 hours
  2. temperatureThen it was cooled to 0° C. again
  3. filtrationhydrolyzed with 15% NaOH solution (15 ml), filtered off
  4. washwashed with 10% MeOH in DCM (500 ml)
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customwithout being purified further

Sources & evidence

ORD record
ord-9033d8ae2aad4c508b17cf098a23d1e8
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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