Reaktion #85694
ord-40195af71a4d44e48151dbcb19645063
Reaktionsgleichung
5-(4-chlorophenyl)isoxazole-3-carbaldehyde
(R)-2-methylpropane-2-sulfinamide
→
(R,E)-N-((5-(4-chlorophenyl)isoxazol-3-yl)methylene)-2-methylpropane-2-sulfinamide
Reagenzien
Lösungsmittel
Reaktionsbedingungen
Temperatur
55°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1TemperaturThe reaction was then cooled to room temperature
- 2Filtrationfiltered through a pad of celite
- 3Waschento wash through
- 4EinengenThe filtrate was concentrated in vacuo
Vorschrift
A suspension of 5-(4-chlorophenyl)isoxazole-3-carbaldehyde (2.00 g, 9.63 mmol), (R)-2-methylpropane-2-sulfinamide (1.28 g, 10.6 mmol, 1.1 equiv) and anhydrous copper(II) sulfate (2.31 g, 14.5 mmol, 1.5 equiv) in 1,2-dichloroethane (19 mL) was heated at 55° C. for 2-18 hours. The reaction was then cooled to room temperature and filtered through a pad of celite, using 1,2-dichloroethane to wash through. The filtrate was concentrated in vacuo to give crude (R,E)-N-((5-(4-chlorophenyl)isoxazol-3-yl)methylene)-2-methylpropane-2-sulfinamide as a green solid, which was used without further purification. MS m/z 311.0 (M+H)+; Rt-1.11 min.