反应详情

To lithium aluminum hydride (7.58 g) suspended in diethyl ether (300 ml) was added dropwise at 0° C. a solution of ethyl 3-propoxycinnamate (24.0 g) in diethyl ether (100 ml) over a period of one hour. After the dropwise addition, the resulting mixture was stirred at room temperature for one hour. Water (7.6 ml), a 15% aqueous solution of sodium hydroxide (7.6 ml) and water (22 ml) were added to the reaction mixture, which was further stirred at room temperature for 0.5 hour. The reaction mixture was diluted with diethyl ether and was dried with anhydrous magnesium sulfate. After the resulting mixture was filtered, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate 4:1) to obtain 3-(3-propoxyphenyl)-1-propanol (15.23 g) as a colorless oil.

1. additionAfter the dropwise addition
2. stirringwas further stirred at room temperature for 0.5 hour
3. dry with materialwas dried with anhydrous magnesium sulfate
4. filtrationAfter the resulting mixture was filtered
5. concentrationthe filtrate was concentrated under reduced pressure
6. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate 4:1)