Water → 2,2,4,4-Tetramethylpentan-3-amine

HRID 330124Notes

Reaction equation

HRID 330124 reaction equation
[C:1]([C:5](=[NH:10])[C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:4])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>CCOCC>[CH3:2][C:1]([CH3:4])([CH:5]([NH2:10])[C:6]([CH3:9])([CH3:8])[CH3:7])[CH3:3]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 27556322,2,4,4-Tetramethyl-3-pentanone ImineHCID 21226445Aluminium lithium hydride

Product 1

HCID 131658882,2,4,4-Tetramethylpentan-3-amine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

The imine (14 g.) in dry ether (50 ml.) was added to a suspension of lithium aluminum hydride (1.7 g.) in dry ether (50 ml.). The mixture was stirred at room temperature for 24 hours, refluxed two hours and cooled. Water (1.7 ml.), 15% sodium hydroxide solution (5 ml.) and water (5 ml.) were added cautiously in succession, the mixture filtered, concentrated and the residue distilled to afford the desired amine, b.p. 79°-81° C./40 mm.

Workup

  1. temperaturerefluxed two hours
  2. temperaturecooled
  3. filtrationthe mixture filtered
  4. concentrationconcentrated
  5. distillationthe residue distilled

Sources & evidence

ORD record
ord-6595e9a24de6418a80a31736eed31999
Source dataset
uspto-grants-1990_01
Patent number
US04894464

Reaction notes

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