Ethyl bromoacetate → HCID 22914679, compound

Participants

Reaction Steps

To a stirred 0° C. solution of 1-t-Butyloxycarbonyl-4-(2-hydroxyphenylamino)piperidine (5.2 g, 18 mmol) from Step 1 was added NaH (800 mg of a 60% suspension in mineral oil, 20 mmol). After 30 min, ethyl bromoacetate (2.2 mL, 20 mmol) was added and the reaction was warmed to ambient temperature and stirred for 2 h. The reaction was quenched by the addition of acetic acid (1 mL), and the solvents were removed under reduced pressure. The residue was purified by pressurized silica gel column chromatography using 20% EtOAc-hexanes as eluant. 1-t-Butyloxycarbonyl-4-((2-ethoxycarbonylmethoxyphenyl)amino)piperidine was obtained as an oil (90% yield).

Provenance & Evidence