Reacción #44015

Ecuación de reacción

water

triethylamine

cis-2,6-dimethylpiperidin-4-one

4-chlorobenzenesulfonyl chloride

→

cis-1-(4-chlorophenylsulfonyl)-2,6-dimethylpiperidin-4-one

Disolventes

CH2Cl2

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoOrganic layer was washed with 0.2 N citric acid, water, brine
2. 2
   Secadodried over anhydrous Na2SO4
3. 3
   FiltraciónThe solution was filtered
4. 4
   Otroevaporated
5. 5
   OtroThe residue was purified by flash chromatography
6. 6
   Lavadoeluting with EtOAc-hexane (1:3) mixture

Procedimiento

The crude cis-2,6-dimethylpiperidin-4-one 91 from previous experiment (1.1 g, 8.6 mmol) was dissolved in CH2Cl2 (50 mL) and triethylamine (5 mL, 35 mmol) was added. Stirred solution was treated with 4-chlorobenzenesulfonyl chloride (2.2 g, 9.5 mmol). The mixture was stirred for 24 hr then was divided between water (100 mL) and CH2Cl2 (100 mL). Organic layer was washed with 0.2 N citric acid, water, brine and dried over anhydrous Na2SO4. The solution was filtered and evaporated. The residue was purified by flash chromatography, eluting with EtOAc-hexane (1:3) mixture. Yield 60 mg (2% after two steps).

Fuente