Reaktion #468578

Reaktionsgleichung

ditertiarybutylcarbonate

4-piperidone monohydrate hydrochloride salt

sodium hydroxide

→

N-t-butyloxycarbonyl-4-piperidone

Ausbeute 40.0%

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle