Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → Benzyl 4-(2-methoxy-2-oxoethylidene)piperidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

Methyl (triphenylphosphoranylidene)acetate (10.0 g, 30.0 mmol) was added to a solution of benzyl 4-oxopiperidine-1-carboxylate (5.0 g, 21.4 mmol) in benzene (100 mL) at 0° C. After 1 h, the reaction mixture was heated to 75° C. After 48 h, the mixture was concentrated and ether was added. The precipitated solid was filtered off and the filtrate was concentrated. Purification by silica gel chromatography [80% hexanes/ethyl acetate→40% hexanes/ethyl acetate)] gave the title compound (5.25 g). MS 290.1 (M+1).

Provenance & Evidence