反应详情

To a solution of 4-hydroxy-1-indanone (1 g; 6.7 mmol) in THF were added, at ambient temperature and under argon, powdered 1,3,5-trioxane (1.2 g; 13.4 mmol) and N-methyl-N-phenylammonium trifluoroacetate (2.9 g; 13.4 mmol). The suspension was refluxed for 4 hours. Ether was added to the mixture and the resulting precipitate was filtered off. The organic phase was washed with water, dried over MgSO4, filtered and evaporated. The residue obtained was purified by flash chromatography on silica gel, eluting with petroleum ether/ethyl acetate (8/2) to give 4-hydroxy-2-methylene-1-indanone as a beige solid (0.76 g; 70%).

1. temperatureThe suspension was refluxed for 4 hours
2. filtrationthe resulting precipitate was filtered off
3. washThe organic phase was washed with water
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customevaporated
7. customThe residue obtained
8. customwas purified by flash chromatography on silica gel
9. washeluting with petroleum ether/ethyl acetate (8/2)