Reacción #603390

Ecuación de reacción

(S)-2-methylpropane-2-sulfinamide

(S,E)-N-(3-Chloro-2,6-difluorobenzylidene)-2-methylpropane-2-sulfinamide

3-chloro-2,6-difluorobenzaldehyde

Cs2CO3

EtOAc

→

desired product

Rendimiento 100.0%

(S)-Phenyl(1-(3-chloro-2,6-difluorophenyl)-3-oxopropyl)carbamate

Rendimiento 100.0%

Disolventes

DCM

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGAfter overnight stirring
2. 2
   Lavadowashed with brine (3×20 mL)
3. 3
   SecadoThe combined organic layers were dried over MgSO4
4. 4
   Concentraciónconcentrated in vacuo

Procedimiento

(S,E)-N-(3-Chloro-2,6-difluorobenzylidene)-2-methylpropane-2-sulfinamide: To a stirred suspension of 3-chloro-2,6-difluorobenzaldehyde (0.615g, 3.48 mmol) and Cs2CO3 (1.702 g, 5.23 mmol) in DCM (20 mL) was added a solution of (S)-2-methylpropane-2-sulfinamide (0.422 g, 3.48 mmol) in DCM (20 mL) dropwise for 10 min. The solution was then stirred at rt overnight. After overnight stirring, the reaction mixture was diluted with EtOAc and washed with brine (3×20 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the desired product (0.98 g, 100%) as yellow oil. MS (ESI) m/z: 282.0 (M+H)+.

Fuente