Triphenylphosphine → HCID 18542820, compound

Participants

Reaction Steps

To a mixture under N2 of triphenylphosphine (3.10 g, 11.825 mmol) and diethylazodicarboxylate (2.06 g, 11.825 mmol) in THF (40 mL) was added tert-butyl 4-hydroxypiperidine-1-carboxylate (2.00 g, 9.937 mmol). After stirring 10 min, 2-methoxy-4-nitrophenol (1.00 g, 5.912 mmol) was added. The reaction stirred 16 h and evaporated under reduced pressure to give an orange oil. The crude product was purified by column chromatography on silica gel using 25% EtOAc/hexane yielding tert-butyl 4-(2-methoxy-4-nitrophenoxy)piperidine-1-carboxylate as a beige solid (1.70 g, 82%). LC/MS (m/z): 3512 (MH+), Rt 3.23 minutes

Provenance & Evidence