反应详情

5% Palladium carbon (50% hydrous, 2.9 g) and sodium acetate (17.9 g, 0.22 mol) were added to a solution of 4,5-dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8- one (29.0 g, 87.4 mmol) in acetic acid (550 ml), and the mixture was catalytically reduced in a hydrogen atmosphere at ordinary temperature and ordinary pressure. After absorption of the calculated amount of hydrogen, the palladium carbon was filtered off and the solvent was distilled off under reduced pressure. Water was added to the residue and the organic matter was extracted with ethyl acetate. The extract was washed with a saturated aqueous sodium bicarbonate solution, a saturated aqueous sodium chloride solution and water and then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue obtained was purified by silica gel column chromatogarphy (ethyl acetate:hexane=15:85) to give the target compound. The yield was 13.5 g (89%).

1. customAfter absorption of the calculated amount of hydrogen
2. filtrationthe palladium carbon was filtered off
3. distillationthe solvent was distilled off under reduced pressure
4. additionWater was added to the residue
5. extractionthe organic matter was extracted with ethyl acetate
6. washThe extract was washed with a saturated aqueous sodium bicarbonate solution
7. dry with materiala saturated aqueous sodium chloride solution and water and then dried over anhydrous magnesium sulfate
8. distillationthe solvent was distilled off under reduced pressure
9. customThe residue obtained
10. customwas purified by silica gel column chromatogarphy (ethyl acetate:hexane=15:85)
11. customto give the target compound