Aniline → HCID 86599752, compound

Participants

Reaction Steps

A solution of (3S)-3-benzyloxycarbonylamino-2-piperidone (2.48 g, 9.99 mmol) in tetrahydrofuran (30 mL) was cooled at an external temperature of −78° C., followed by adding dropwise thereto an n-butyllithium-hexane solution (1.50 M, 6.5 mL, 9.75 mmol) over a period of 20 minutes, and the resulting mixture was stirred at the same temperature for 30 minutes. Subsequently, a solution of phosphorus oxychloride (1.53 g, 9.98 mmol) in tetrahydrofuran (3 mL) was added thereto and stirred for 20 minutes, after which aniline (d=1.022, 4.1 mL, 44.99 mmol) was added thereto and stirred for 1.5 hours.

Provenance & Evidence