Réaction #89424

Équation de réaction

Methyl 4-hydroxy-1-((S)-1-phenylethyl)piperidine-2-carboxylate

N-methylmorpholine N-oxide

→

title compound

Rendement 99.1%

Methyl 4-oxo-1-((S)-1-phenylethyl)piperidine-2-carboxylate

Rendement 99.1%

Solvants

DCM

Conditions de réaction

Traitement

1. 1
   Autrereaction
2. 2
   FiltrationThe reaction was then filtered through silica
3. 3
   Lavagewashed with 10% methanol in DCM
4. 4
   Concentrationconcentrated

Mode opératoire

Methyl 4-hydroxy-1-((S)-1-phenylethyl)piperidine-2-carboxylate (3.4 g, 12.9 mmol), N-methylmorpholine N-oxide (3.0 g, 25.82 mmol) and 4 Å molecular sieves were stirred together in 15 mL of DCM at rt under argon. Tetra-n-propylammonium perruthenate (454 mg, 1.29 mmol) was then added slowly and reaction stirred for 5 h. The reaction was then filtered through silica and washed with 10% methanol in DCM and concentrated to give the title compound as a clear oil (3.34 g, 99%). MS (ESI) 262 (M+H).

Source