Reacción #2358572

Ecuación de reacción

benzoyl chloride

N-octyl-3,4-dimethoxybenzenesulfonamide

NaH

→

title compound

Rendimiento 18.0%

N-((3,4-dimethoxyphenyl)sulfonyl)-N-octylbenzamide

Rendimiento 18.0%

Disolventes

—

EtOAc hexanes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITAfter a further 1 hr
2. 2
   Lavadowashed with water (2×)
3. 3
   SecadoThe organic layer was dried over MgSO4
4. 4
   Concentraciónconcentrated in vacuo
5. 5
   Otroto yield a yellow solid
6. 6
   OtroPurification by flash chromatography (28% ethyl acetate/hexanes)

Procedimiento

To a stirring solution of N-octyl-3,4-dimethoxybenzenesulfonamide (0.213 g, 0.646 mmol) in 2.00 mL of DMF, NaH (0.028 g, 0.711 mmol; 60% in oil dispersion) was added. After 30 min, benzoyl chloride (0.085 g, 0.731 mmol) was added. After a further 1 hr, the reaction mixture was diluted with 4:1 EtOAc/hexanes and washed with water (2×). The organic layer was dried over MgSO4 and concentrated in vacuo to yield a yellow solid. Purification by flash chromatography (28% ethyl acetate/hexanes) gave 0.040 g (18%) of the title compound as a clear oil.

Fuente