Iodoethane → HCID 67331813, compound

Participants

Reaction Steps

To a solution of tert-butyl (rac.)-(3R,4R)-3-{[(benzyloxy)carbonyl]amino}-4-[3-(benzyloxy)-phenyl]piperidine-1-carboxylate (3.70 g) in DMF (16 ml) was added at 0° C. sodium hydride (573 mg), and the mixture was stirred for 15 minutes. To the mixture was added ethyl iodide (1.48 ml), and the mixture was stirred at 60° C. for 5 hours. The reaction solution was cooled, and a saturated aqueous ammonium chloride solution was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous ammonium chloride solution (×2) and a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (the developing solvent: hexane/ethyl acetate=3/1) to give the title compound (2.59 g).

Provenance & Evidence