Aluminium lithium hydride → HCID 59716938, compound

HRID 2224136Notes

Reaction equation

HRID 2224136 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-02a06cbd1a544e95a5e845d504e7f086
Source dataset
uspto-grants-2008_05
Patent number
US07378420B2

Reaction notes

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