Water → HCID 67976021, compound

Participants

Reaction Steps

To a solution of aldehyde 12c (0.16 g, 0.47 mmol) and triethyl phosphonoacetate (0.12 g, 0.52 mmol) in 5 mL of THF was added 60% sodium hydride in oil (21 mg, 0.52 mmol) at 0° C. The reaction mixture was stirred for 1 hour. After adding 5 mL of water, the mixture was extracted with EtOAc. After drying with MgSO4, the solvent was removed in vacuo. The resulting white solid was filtered and washed with hexanes to give the titled compound (0.14 g, 73% yield) as a white solid. mp 166.8-171.2° C. 1H NMR (300 MHz, CDCl3): δ 7.88 (d, J=9 Hz, 2H), 7.72 (d, J=16 Hz, 1H), 7.45 (d, J=9 Hz, 2H), 7.20-7.08 (m, 4H), 6.70 (s, 1H), 6.52 (d, J=16 Hz, 1H), 4.90 (s, 2H), 4.27 (q, J=7 Hz, 2H), 2.38 (s, 3H), 1.34 (t, J=7 Hz, 3H).

Provenance & Evidence