Potassium Hydroxide → 3-Isoxazolamine, 5-(1,1-dimethylethyl)-

HRID 127717

Reaction equation

HRID 127717 reaction equation
[C:1]([CH2:7][C:8]#[N:9])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[OH-].[K+].S(O)(O)(=O)=O.[NH2:17]O>O>[NH2:9][C:8]1[CH:7]=[C:1]([C:2]([CH3:5])([CH3:4])[CH3:3])[O:6][N:17]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-HCID 159255Hydroxylamine, sulfate (1:1)

Product 1

HCID 1714733-Isoxazolamine, 5-(1,1-dimethylethyl)-Yield 124.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of pivaloylacetonitrile (1.252 g) and 86% potassium hydroxide (0.717 g) in water (20 ml) is added hydroxylamine sulfate (0.903 g) at 25° C. and the mixture is stirred for 3 minutes. pH 8.30. The reaction mixture is treated as in Example 2 to give 3-amino-5-t-butylisoxazole (1.204 g). Yield, 85.9%. Purity, 95.8%.

Workup

  1. additionThe reaction mixture is treated as in Example 2

Sources & evidence

ORD record
ord-26f5c1e9929c44e3ac1479cd52b74e18
Source dataset
uspto-grants-1981_03
Patent number
US04256899

Linked notes

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