Aluminium lithium hydride → HCID 22097453, compound

HRID 1734564Notes

Reaction equation

HRID 1734564 reaction equation
[C:1]([NH:4][C:5]1([CH2:12][OH:13])[CH2:10][CH2:9][N:8]([CH3:11])[CH2:7][CH2:6]1)(=O)[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH2:1]([NH:4][C:5]1([CH2:12][OH:13])[CH2:6][CH2:7][N:8]([CH3:11])[CH2:9][CH2:10]1)[CH3:2]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 22097471HCID 22097471, compound

Product 1

HCID 22097453HCID 22097453, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-acetamido-4-hydroxymethyl-1-methylpiperidine (1.6 g, 8.6 mmoles) in dry THF was refluxed in the presence of lithium aluminium hydride (3 g). After 4 hours, the mixture was poured into an ice-water bath and filtered through Celite. The solvent was evaporated and after evaporation of most of the water, the solution was extracted with chloroform, dried with magnesium sulfate and evaporated to yield 1.13 g (77% yield) of quite pure material. AF167 The product, 4-ethylamino-4-hydroxymethyl-1-methylpiperidine, so obtained, was used without further purification.

Workup

  1. additionthe mixture was poured into an ice-water bath
  2. filtrationfiltered through Celite
  3. customThe solvent was evaporated
  4. customafter evaporation of most of the water
  5. extractionthe solution was extracted with chloroform
  6. dry with materialdried with magnesium sulfate
  7. customevaporated
  8. customto yield 1.13 g (77% yield) of quite pure material

Sources & evidence

ORD record
ord-8ecc41ed839745f8a20acba336be5cc3
Source dataset
uspto-grants-1996_07
Patent number
US05534520

Reaction notes

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