Reacción #48582

Ecuación de reacción

t-butylamine

1-ethyl-1-methyl-4-oxopiperidinium iodide

sodium bicarbonate

→

1-tert-butyl-4-oxopiperidine

Rendimiento 60.9%

Disolventes

toluene

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato cool to ambient temperature
2. 2
   OtroThe layers were separated
3. 3
   Lavadothe aqueous layer was washed with EtOAc
4. 4
   Lavadowashed with brine
5. 5
   Secadodried (MgSO4)
6. 6
   Filtraciónfiltered

Procedimiento

To a solution of t-butylamine (78.2 ml, 0.74 mol) in toluene (400 ml) was added a solution of 1-ethyl-1-methyl-4-oxopiperidinium iodide (40 g, 0.148 mol) and sodium bicarbonate (1.245 g, 0.014 mol) in water (60 ml). The reaction mixture was heated at 78° C. for 6 hours and then allowed to cool to ambient temperature. The layers were separated and the aqueous layer was washed with EtOAc. The organics were combined and washed with brine, dried (MgSO4), filtered and reduced in vacuo to yield 1-tert-butyl-4-oxopiperidine (14 g) (LC/MS: Rt 0.39, [M+H]+ 156).

Fuente