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HRID 1850167Erstellt: 25. Oktober 2026

Water → (R)-N-((S)-1-(2,3-difluorophenyl)ethyl)-2-methylpropane-2-sulfinamide

https://huagongshe.com/reaction/1850167

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt(NE,R)-N-[(2,3-difluorophenyl)methylidene]-2-methylpropane-2-sulfinamideHCID 89479281—
EduktHCID 178418689HCID 178418689—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDichloromethaneHCID 6344—
Produkt(R)-N-((S)-1-(2,3-difluorophenyl)ethyl)-2-methylpropane-2-sulfinamideHCID 8673019792,3%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of (R,E)-N-(2,3-difluorobenzylidene)-2-methylpropane-2-sulfinamide (0.800 g, 3.26 mmol) in DCM (32.6 mL), cooled to 0° C. (water/icebath) under N2, was added 3M MeMgBr (4.35 mL, 13.05 mmol) in diethyl ether. Reaction mixture allowed to stir for 30 min at 0° C. Then gradually allowed to warm to room temperature and stirred for 30 min at room temperature. Reaction mixture was cooled to 0° C. then quenched with the slow addition of a saturated solution of NH4Cl and diluted with EtOAc. Phases partitioned aqueous phase extracted with EtOAc and the organic layers combined washed with water, brine, dried with MgSO4, filtered and concentrated to afford (R)—N—((S)-1-(2,3-difluorophenyl)ethyl)-2-methylpropane-2-sulfinamide (0.7868 g, 3.01 mmol, 92% yield) as yellow solid. LCMS m/z 262.0 (M+H)+, Rt 0.70 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08957068B2
Quelldatensatzuspto-grants-2015_02
ORD IDord-8e914af5bebb4bb0823b02a60d6342f7
Quellennotizuspto-grants-2015_02