反应详情

(3-Benzyloxypropyl)triphenylphosphoniumbromide (1.00 g) was dissolved in tetrahydrofuran (10 ml), sodium hydride (162 mg) was added under ice-cooling, and the mixture was stirred at room temperature for 1 hr. α-Tetralone (1.36 ml) was added to the reaction mixture, and the mixture was stirred at 75° C. for 48 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate, washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. To a solution of the obtained residue in ethyl acetate (10 ml) was added 10% palladium carbon (200 mg), and the mixture was stirred under a hydrogen atmosphere at room temperature for 18 hr. The reaction container was purged with nitrogen, the solution was filtered, and the filtrate was concentrated. The obtained residue was purified by silica gel column chromatography to give the object product (140 mg) as a colorless oil.

1. temperaturecooling
2. stirringthe mixture was stirred at 75° C. for 48 hr
3. extractionthe mixture was extracted with ethyl acetate
4. washwashed with saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. customThe solvent was evaporated under reduced pressure
7. additionTo a solution of the obtained residue in ethyl acetate (10 ml) was added 10% palladium carbon (200 mg)
8. stirringthe mixture was stirred under a hydrogen atmosphere at room temperature for 18 hr
9. customThe reaction container was purged with nitrogen
10. filtrationthe solution was filtered
11. concentrationthe filtrate was concentrated
12. customThe obtained residue was purified by silica gel column chromatography