3-Ethyl-3,5,5-trimethylmorpholin-2-one → 2-[(1-Hydroxy-2-methylpropan-2-yl)amino]-2-methylbutan-1-ol

Reaction equation

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

Participants

Reactant 2

HCID 131312043-Ethyl-3,5,5-trimethylmorpholin-2-one

HCID 21226445Aluminium lithium hydride

Product 1

HCID 131312092-[(1-Hydroxy-2-methylpropan-2-yl)amino]-2-methylbutan-1-olYield 80%

Procedure

In a manner analogous to that described in example 3A hereinabove, 3-methyl,3-ethyl-5,5-dimethyl-2-morpholone is reduced with LiAlH4 to provide a better than 80% yield of (1-hydroxy-2-methyl-2-propyl)(1-hydroxy-2-methyl-2-butyl)amine which has a bp of 136°-7° C./4 mm Hg.

Sources & evidence

ORD record: ord-2eaa3a4078674d3791ad485024dc2b5f
Source dataset: uspto-grants-1992_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05089614

Reaction notes

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