Reacción #468578

Ecuación de reacción

ditertiarybutylcarbonate

4-piperidone monohydrate hydrochloride salt

sodium hydroxide

→

N-t-butyloxycarbonyl-4-piperidone

Rendimiento 40.0%

Disolventes

Water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   Temperaturaunder cooling on ice
3. 3
   workup.STIRRINGthe mixture was vigorously stirred for 6 hours at room temperature
4. 4
   ExtracciónThe reaction mixture was subjected to extraction with ethyl acetate
5. 5
   Otrothe extract was evaporated to dryness under reduced pressure
6. 6
   Otroto thereby yield a pale yellow solid
7. 7
   OtroBy recrystallization of the solid from hexane

Procedimiento

Water (250 ml) was added to 4-piperidone monohydrate hydrochloride salt (75 g) for dissolution, and 1 N aqueous solution of sodium hydroxide (1000 ml) was added thereto. To the solution, ditertiarybutylcarbonate (120 g) was added dropwise with stirring under cooling on ice, and the mixture was vigorously stirred for 6 hours at room temperature. The reaction mixture was subjected to extraction with ethyl acetate, and the extract was evaporated to dryness under reduced pressure to thereby yield a pale yellow solid. By recrystallization of the solid from hexane, N-t-butyloxycarbonyl-4-piperidone (3) (38.9 g) was obtained in the form of white needle-shaped crystals.

Fuente