反应详情

To a solution of toluene (184 g), 1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one (8.5 g, 48.9 mmol) and diethyl cyanomethylphosphonate (10.4 g, 58.7 mmol) was added dropwise 28% sodium methoxide solution in methanol (11.3 g) over 1 hr under ice-cooling, and reacted for 4 hrs. To the reaction solution was added dropwise water (85 μg), and warmed, then the layers were separated. The organic layer was washed with water, and filtered to remove dusts under pressurization. The organic layer was concentrated under reduced pressure, and to the residue was added methanol and concentrated under reduced pressure to substitute the solvent. After stirring for 1 hr under heating with reflux, the solution was cooled and matured for 1 hr. The crystallization solution was filtered, and the crystals were dried under reduced pressure to give title compound (amount 8.1 g, yield 84.4%).

1. temperaturecooling
2. customreacted for 4 hrs
3. temperaturewarmed
4. customthe layers were separated
5. washThe organic layer was washed with water
6. filtrationfiltered
7. customto remove dusts under pressurization
8. concentrationThe organic layer was concentrated under reduced pressure
9. additionto the residue was added methanol
10. concentrationconcentrated under reduced pressure
11. temperatureunder heating
12. temperaturewith reflux
13. temperaturethe solution was cooled
14. waitmatured for 1 hr
15. filtrationThe crystallization solution was filtered
16. customthe crystals were dried under reduced pressure