Aluminium lithium hydride → HCID 20356910, compound

HRID 1793637Notes

Reaction equation

HRID 1793637 reaction equation
[OH:1][CH:2]1[CH2:7][CH:6]2[CH2:8][CH2:9][CH:3]1[C:4](=O)[NH:5]2.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH:6]12[CH2:8][CH2:9][CH:3]([CH:2]([OH:1])[CH2:7]1)[CH2:4][NH:5]2

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 22022836HCID 22022836, compound

Product 1

HCID 20356910HCID 20356910, compoundYield 139.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-hydroxy-2-aza-bicyclo[2.2.2]octan-3-one (2.6 g, 18 mmol) in 60 ml of anhydrous THF was added 55 ml of LAH (1.0 M in THF). After the mixture was refluxed under N2 for 24 h, it was cooled to rt and quenched with 2 ml of water, followed by 2 ml of 15% NaOH and 6 ml of water. The suspension was then stirred with MgSO4 and filtered. The filtrate was acidified with 1.0 M of HCl in ether and then concentrated to afford 3.2 g of 2-aza-bicyclo[2.2.2]octan-5-ol as the HCl salt.

Workup

  1. temperatureAfter the mixture was refluxed under N2 for 24 h
  2. customquenched with 2 ml of water
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-48de3044de514cad8592433ee383241a
Source dataset
uspto-grants-2006_07
Patent number
US07081531B2

Reaction notes

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