反应详情

4-Fluorobenzaldehyde (12 g, 97 mmol) was dissolved in toluene (500 mL). (Carboethoxyethylidene)triphenylphosphorane (42 g, 116 mmol) was added and the mixture was heated to reflux until the starting material was consumed. The solution was cooled, diluted with hexanes, and the solid was filtered. The filtrate was evaporated in vacuo. The remaining residue was dissolved in ether, and filtered through a plug of silica gel using ether as eluent. The solvents were evaporated in vacuo to afford the title compound (20 g, 99% yield) as a yellow solid. 1H NMR (DMSO-d6) δ ppm: 7.64 (s, 1H), 7.38 (dd, J=8.65, 5.59 Hz, 2H), 7.08 (t, J=8.65 Hz, 2H), 4.27 (q, J=7.12 Hz, 2H), 2.10 (d, J=1.36 Hz, 3H), 1.27-1.38 (m, 3H). MS (DCI+) 209 (M+H).

1. temperaturethe mixture was heated
2. temperatureto reflux until the starting material
3. customwas consumed
4. temperatureThe solution was cooled
5. additiondiluted with hexanes
6. filtrationthe solid was filtered
7. customThe filtrate was evaporated in vacuo
8. dissolutionThe remaining residue was dissolved in ether
9. filtrationfiltered through a plug of silica gel
10. customThe solvents were evaporated in vacuo