Reacción #48518

Ecuación de reacción

tert-butyl 2-oxo-1,4′-bipiperidin-1′-carboxylate

Lawesson's reagent

→

title compound

Rendimiento 128.7%

tert-Butyl 2-thioxo-1,4′-bipiperidin-1′-carboxylate

Rendimiento 128.7%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISTILLATIONToluene was distilled off under reduced pressure
2. 2
   workup.ADDITIONthe residue was diluted with dichloromethane
3. 3
   Lavadowashed with an aqueous 1N sodium hydroxide solution and saturated saline solution
4. 4
   SecadoThis dichloromethane solution was dried over anhydrous magnesium sulfate
5. 5
   Concentraciónconcentrated under reduced pressure
6. 6
   OtroThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1 to 1/2)

Procedimiento

A solution of tert-butyl 2-oxo-1,4′-bipiperidin-1′-carboxylate (2.8 g) and Lawesson's reagent (2.0 g) in toluene (30 mL) was refluxed for one hour. Toluene was distilled off under reduced pressure, and the residue was diluted with dichloromethane, and washed with an aqueous 1N sodium hydroxide solution and saturated saline solution. This dichloromethane solution was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1 to 1/2) to obtain the title compound (1.9 g, 64%) as a white powder.

Fuente