Sodium hydride → HCID 86695811, compound

Participants

Reaction Conditions

Reaction Steps

NaH (0.4 g; 10 mmol; 60% dispersion in mineral oil; Aldrich) was added to trimethyl phosphonoacetate (1.90 g; 10 mmol; Aldrich) in 25 ml THF. The reaction was stirred at 25° C. for 15 min, after which 4-(4-hydroxy-2-oxo-3-propionyl-2H-pyran-6-yl)butanal (XVI; 1.01 g; 4.3 mmol) in 40 ml THF was added. The reaction mixture was stirred at 25° C. for 2 h, quenched with saturated NH4Cl, extracted with 3×30 ml EtOAc, dried with anhydrous Na2SO4, and evaporated. The product was purified via silica flash chromatography (EtOAc gradient in hexanes).

Provenance & Evidence