反应详情

A stirred solution of dimethyl 3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonate (20 g, 0.083 mol) and 4-fluoro-3-nitrobenzaldehyde (13.97 g, 0.083 mol) in tetrahydrofuran (120 ml) was cooled to 15° C. and triethylamine (11.5 ml, 0.083 mol) was added dropwise at <25° C. The mixture thickened at this point, so further tetrahydrofuran (50 ml) was added to aid stirring. The mixture was stirred at ambient temperature for 65 hours and the resulting solid was collected by filtration. The filtrate was concentrated in vacuo, the residue was triturated with water (30 ml) and the resulting solid was collected by filtration. The two crops of solid were combined and suspended in water (120 ml). The mixture was stirred at ambient temperature for 30 minutes and the resulting solid was collected by filtration and dried in vacuo for 24 hours to give crude 3-(4-fluoro-3-nitrobenzylidene)-3H-isobenzofuran-1-one, still slightly wet with water, which was used directly in the next stage.

1. additionwas added to aid
2. stirringThe mixture was stirred at ambient temperature for 65 hours
3. filtrationthe resulting solid was collected by filtration
4. concentrationThe filtrate was concentrated in vacuo
5. customthe residue was triturated with water (30 ml)
6. filtrationthe resulting solid was collected by filtration
7. stirringThe mixture was stirred at ambient temperature for 30 minutes
8. filtrationthe resulting solid was collected by filtration
9. customdried in vacuo for 24 hours