Réaction #158387

Équation de réaction

sodium hydride

ethyl 2-oxo-3-(3,4,5-trifluorophenoxy)piperidine-3-carboxylate

4-methoxybenzyl chloride

→

title compound

ethyl 1-(4-methoxybenzyl)-2-oxo-3-(3,4,5-trifluorophenoxy)piperidine-3-carboxylate

Solvants

DMF

ammonium chloride

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture was stirred at 0° C. for 30 min
2. 2
   Extractionthe mixture was extracted with ethyl acetate
3. 3
   AutreThe organic layer was separated
4. 4
   Lavagewashed with water and saturated brine
5. 5
   Séchagedried over anhydrous magnesium sulfate
6. 6
   Autrethe solvent was evaporated under reduced pressure
7. 7
   AutreThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Mode opératoire

To a mixture of sodium hydride (60%, 59.6 mg) in DMF (5 mL) was added ethyl 2-oxo-3-(3,4,5-trifluorophenoxy)piperidine-3-carboxylate (430 mg) at 0° C. under a nitrogen atmosphere, and the mixture was stirred for 30 min. To the reaction mixture was added 4-methoxybenzyl chloride (0.221 mL), the mixture was stirred at 0° C. for 30 min and diluted with saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (352 mg).

Source