HCID 19352255, compound → HCID 19352253, compound

Participants

Reaction Steps

Pyridinium chlorochromate (20.35 g, 94.2 mmol) was added to a solution of N-(4-hydroxy-4-phenyl-butyl)-N-isopropyl-acetamide (15.69 g, 62.9 mmol), prepared in the previous step, in 350 ml of methylene chloride and the mixture stirred at room temperature for 2 hours. The entire reaction mixture was poured onto 750 g of silica gel (230-400 mesh) and the material eluted with 50% ethyl acetate-methylene chloride and then ethyl acetate. Isolation of the major fraction gave N-isopropyl-N-(4-oxo-4-phenyl-butyl)-acetamide (12.43 g, 80%) as a green solid, mp 36-39° C.

Provenance & Evidence