ethyl 2-(oxetan-3-ylidene)acetate

6704-31-0

1099-45-2

922500-91-2

Oxetan-3-one (500 mg, 6.938 mmol) was dissolved in dichloromethane (15.00 mL) at 0 °C, followed by the addition of ethoxycarbonylmethylene triphenylphosphine (2.659 g, 7.632 mmol). The reaction system was slowly warmed to room temperature and stirred continuously for 15 minutes. Upon completion of the reaction, the reaction mixture was filtered through a pad of silica gel (using 30% ethyl acetate/petroleum ether as eluent) and the filtrate was concentrated under reduced pressure to afford ethyl 2-(oxetan-3-ylidene)acetate as a colorless viscous oil (815 mg, 79% yield). [00346] 1H NMR (400 MHz, CDCl3): δ 1.29 (t, 3H), 4.18 (q, 2H), 5.32-5.34 (m, 2H), 5.52-5.54 (m, 2H), 5.64-5.66 (m, 1H) ppm.