Water → 2,2,4,4-Tetramethylpentan-3-amine
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
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
- temperaturerefluxed two hours
- temperaturecooled
- filtrationthe mixture filtered
- concentrationconcentrated
- distillationthe residue distilled
Sources & evidence
- ORD record
- ord-9e5d213a80aa4939b02ca1993f56b0aa
- Source dataset
- uspto-grants-1989_02
- Patent number
- US04804782
Reaction notes
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