1-Benzyl-4-piperidone → HCID 70195907, compound

Participants

Reaction Steps

1-Benzyl-4-piperidone (Aldrich, 2.8 g) was added to a stirred suspension of (R)-5-(2-oxo-1,3-oxazolidin-4-ylmethyl)-1H-indole (1.0 g), the immediate precursor of the product of Synthetic Example 16, in glac. acetic acid (20 ml) and stirred at 100° C. for 3 hours. The cooled mixture was evaporated in vacuo and the residue taken up in methanol, basified with NH4OH and evaporated in vacuo to give a dark tar. The latter was eluted through a silica column using DCM/EtOH/NH4OH (100:8:1) as eluant and treated with DCM. The resulting precipitate was filtered off to give the desired product as yellow crystals (0.25 g), mp 169°-170.5° C. Elemental analysis and 1H NMR were consistent with the proposed structure.

Provenance & Evidence