Diethyl benzylphosphonate → HCID 69662858, compound

Participants

Reaction Steps

A solution of diethyl benzylphosphonate (0.53 ml, 2.54 mmol) and 1-(4-benzenesulfonyl-4-methylpentyl)-3-piperidinone (0.7 g, 2.17 mmol) in 1,3-dimethylimidazolidin-2-one (5 ml) was added dropwise to a stirred slurry of sodium hydride (60% dispersion in mineral oil, 117 mg, 2.93 mmol) in 1,3-dimethylimidazolidin-2-one (3 ml). The reaction was stirred for 30 minutes then quenched by the addition of water. The mixture was extracted with dichloromethane. The combined organic layers were dried (MgSO4) and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel, eluting with 20–75% ethyl acetate/chloroform, followed by preparative HPLC.

Provenance & Evidence