Reaktionsgleichung
[C:1]([N:5]1[CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:6]1)([CH3:4])([CH3:3])[CH3:2].[C-]#[Si+]>>[C:1]([N+:5]([O-:6])=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]Komponenten
Reaktionsbedingungen
- Temperatur
- 120 °C
Versuchsvorschrift
To a nitrogen charged 250 ml, 3-necked, round bottom flask equipped with a magnetic stir bar, nitrogen gas flow, pot thermometer, and condenser was added 119.3 gm (0.674 moles) of the 2-t-butyl-3-phenyloxaziridine as prepared in Example 2 and several silicon carbide boiling chips. The system was continuously flushed with nitrogen while gradually heated to 120° C. Upon reaching 120°, the heat was removed as the exothermic rearrangement brought the reaction temperature to about 134° C. before slowly subsiding. The pale yellow 2-t-butyl-3-phenyloxaziridine gradually turned to a clear, dark brown color. The reaction was cooled after a total reaction time of about 1 hour and a GC analysis, as described in Example 1, of the crude product 25 indicated a complete conversion to the corresponding nitrone (a peak having a retention time of 6.45 minutes). Upon cooling, the liquid N-t-butylphenylnitrone crystallized to form a solid having a crude yield of 109.4 gm (91.7% of theoretical yield).
Aufarbeitung
- additionTo a nitrogen charged 250 ml
- custom3-necked, round bottom flask equipped with a magnetic stir bar
- customThe system was continuously flushed with nitrogen
- customUpon reaching 120°
- customthe heat was removed as the exothermic rearrangement
- customto about 134° C.
- temperatureThe reaction was cooled after a total reaction time of about 1 hour
- temperatureUpon cooling
- customthe liquid N-t-butylphenylnitrone crystallized
- customto form a solid
- customa crude yield of 109.4 gm (91.7% of theoretical yield)
Quellen und Nachweise
- ORD-Eintrag
- ord-6eb2d8e176a54055b37f743912b3aa15
- Quelldatensatz
- uspto-grants-2004_07
- Patentnummer
- US06762322B1
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