反应详情

To a solution of 6-(4-hydroxyphenyl)hex-5-ene-2,4-dione (1.00 g, 4.90 mmol) in 50 mL of ethyl acetate was added palladium 5% on carbon (200 mg) under nitrogen. After the vessel was purged with hydrogen, the reaction mixture was stirred under 1 atm of hydrogen at room temperature for 12 h. After the vessel was purged with nitrogen, the reaction mixture was filtered to remove palladium 5% on carbon. The filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=70/30 to 60/40) to obtain the title compound as a colorless oil (802 mg, 80%) having the following characteristics.

1. customAfter the vessel was purged with hydrogen
2. customAfter the vessel was purged with nitrogen
3. filtrationthe reaction mixture was filtered
4. customto remove palladium 5% on carbon
5. concentrationThe filtrate was concentrated in vacuo
6. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=70/30 to 60/40)