反应详情

温度

0 °C

The aldehyde of Step 2 (35.93 g, 122 mmol) was suspended in 360 mL of toluene and cooled to 0° C. 1.0 M Vinylmagnesium bromide in THF (135 mL) was added into the addition funnel and the whole system was degassed by applying vacuum and flushed with nitrogen 3 times. The Grignard reagent was then added slowly at 0° C. and the mixture was stirred at 0° C. for 15 min. Cold 25% aq. NH4OAc was then added and the product was extracted in hot toluene, washed with brine, and dried over Na2SO4. The cloudy solution was filtered through celite, concentrated, and filtered through silica with EtOAc: toluene 10:90 to afford 32.04 g (81%) of the title product.

1. customthe whole system was degassed
2. customflushed with nitrogen 3 times
3. additionThe Grignard reagent was then added slowly at 0° C.
4. additionCold 25% aq. NH4OAc was then added
5. extractionthe product was extracted in hot toluene
6. washwashed with brine
7. dry with materialdried over Na2SO4
8. filtrationThe cloudy solution was filtered through celite,
9. concentrationconcentrated
10. filtrationfiltered through silica with EtOAc: toluene 10:90