反应详情

温度

-78 °C

To this solution was added dropwise 2.61 g (10.1 mmol) of the above 4-bromobenzyl-(1-ethoxy) ethyl ether over 40 minutes. After the completion of the addition, the mixture was heated under reflux for 1 hour and cooled to -78° C., to which was added dropwise 1.70 g (9.6 mmol) of (+)-2-methyl octanoic acid chloride dissolved in 20 ml of tetrahydrofuran over 40 minutes. The mixture was stirred at -78° C. for 3 hours and gradually turned to room temperature. It was added with 10 ml of a normal hydrochloric acid cooled at 0° C. and stirred for 1 hour. The product was extracted with ether and washed with a saturated aqueous solution of sodium hydrogen carbonate and further a saturated aqueous solution of sodium chloride. It was dried on anhydrous magnesium sulfate, and the oily matter after the removal of solvent was purified by a column chromatography of silica gel to obtain 323 mg (yield 14 %) of a colorless and oily 4-(2-methyloctanoyl) benzyl alcohol.

1. additionAfter the completion of the addition
2. temperaturethe mixture was heated
3. temperatureunder reflux for 1 hour
4. customgradually turned to room temperature
5. temperaturecooled at 0° C.
6. stirringstirred for 1 hour
7. extractionThe product was extracted with ether
8. washwashed with a saturated aqueous solution of sodium hydrogen carbonate
9. dry with materialIt was dried on anhydrous magnesium sulfate
10. customthe oily matter after the removal of solvent
11. customwas purified by a column chromatography of silica gel