Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 12872207, compound

Participants

Reaction Steps

To 5,6-dihydro-2H-pyran-3-carbaldehyde (5.0 g) in dry dichloromethane (150 ml) at 0° C., was added carbethoxymethylene-triphenylphosphorane (15.53 g). The reaction was allowed to warm to room temperature and stirred overnight. The reaction was diluted with dichloromethane (150 ml) and washed with water (150 ml) and a saturated aqueous solution of brine (150 ml). The organic layer was dried by passing through a hydrophobic frit and concentrated in vacuo. to afford a yellow oil. The product was purified by silica chromatography (120 g) (ISCO) using a gradient elution of 0-10% cyclohexane:ethyl acetate to afford the title compound as a clear oil (5.59 g).

Provenance & Evidence