反应详情

温度

-30 °C

To a -30° C. solution of 1.00 g. (3.18 mmole) of 3-[4-(1,1-dimethylheptyl)-2-hydroxyphenyl]-2-cyclohexenone in 60 ml. of ether was added dropwise 6.3 ml. of a 1 M (in toluene) diisobutylaluminum hydride solution. The reaction was stirred 30 min. longer at -30° C. and then added to 1.5 l. water. The quenched solution was extracted with three 400 ml. portions of ether and the combined extracts washed twice with 125 ml. of saturated sodium chloride and dried over magnesium sulfate. After evaporation the crude product was purified via column chromatography on 50 g. of florial eluted with ether to yield an oil. Crystallization of the oil from pentane gave 256 mg. (25%) of the title product.

1. customTo a -30° C.
2. additionadded to 1.5 l
3. extractionThe quenched solution was extracted with three 400 ml
4. washportions of ether and the combined extracts washed twice with 125 ml
5. dry with materialof saturated sodium chloride and dried over magnesium sulfate
6. customAfter evaporation the crude product
7. customwas purified via column chromatography on 50 g
8. washof florial eluted with ether
9. customto yield an oil
10. customCrystallization of the oil from pentane
11. customgave 256 mg