Reaktion #78237

Reaktionsgleichung

1-benzylpiperidin-4-one

4′-ethoxy-N-methylacetanilide

tetrahydrofuran

lithium hexamethyldisilazide

→

titled compound

Ausbeute 56.3%

N-(4-ethoxyphenyl)-N-methyl-2-(1-benzyl-4-hydroxypiperidin-4-yl)acetamide

Ausbeute 56.3%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixed solution was stirred at −78° C. for 10 minutes
2. 2
   TemperaturAfter increasing the temperature to room temperature
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe organic layer was washed with water and saturated brine
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

Vorschrift

A solution of 4′-ethoxy-N-methylacetanilide (0.97 g) in an anhydrous tetrahydrofuran (30 mL) was cooled to −78° C. under an argon atmosphere, and lithium hexamethyldisilazide (1M tetrahydrofuran solution; 6 mL) was added to the solution at below −65° C., followed by stirring at −78° C. for 15 minutes. Subsequently, 1-benzylpiperidin-4-one (1.1 g) was added to the reaction mixture at below −65° C., and the mixed solution was stirred at −78° C. for 10 minutes. After increasing the temperature to room temperature, water was added to the mixture and extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The titled compound (1.08 g) was obtained by recrystallization of the obtained residue from hexane.

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