Aluminium lithium hydride → HCID 59716938, compound

HRID 1443059Notes

Reaction equation

HRID 1443059 reaction equation
C(O[C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([N:16]2[CH2:21][CH:20]([CH3:22])[NH:19][CH:18]([CH3:23])[CH2:17]2)=O)[CH2:10][CH2:9]1)=O)(C)(C)C.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:23][CH:18]1[NH:19][CH:20]([CH3:22])[CH2:21][N:16]([CH2:14][CH:11]2[CH2:12][CH2:13][N:8]([CH3:6])[CH2:9][CH2:10]2)[CH2:17]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 59716941HCID 59716941, compound

Product 1

HCID 59716938HCID 59716938, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of tert-butyl-4-(3,5-dimethylpiperazine-1-carbonyl)piperidine-1-carboxylate (1.9 g, 5.8 mmol) in THF (50 ml) was added LiAlH4 (18.7 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 1.2 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-7f9d2854879a4d898d95d861c347ffa3
Source dataset
uspto-grants-2010_02
Patent number
US07659395B2

Reaction notes

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