反应详情

温度

0 °C

3,5-Bis(trifluromethyl)styrene (13 g) was dissolved in a mixture of water (270 ml) and 2-methylpropan-2-ol (270 ml) and cooled to 0° C. AD-mix-α (76 g) was added in one portion and the reaction left to warm to room temperature over 72 hours. The mixture was then cooled to 0° C., sodium sulfite (81 g) added and the reaction mixture extracted into ethyl acetate (3×250 ml). The combined organics were dried (brine, MgSO4) and concentrated under reduced pressure to afford the product as a crude orange solid which was purified on silica eluting with 35% ethyl acetate/iso-hexane to afford the product as a crystalline white solid (chiral hplc, ee 92.2%). This was recrystallised from toluene to give the title compound as a white fibres (chiral hplc, ee 96.2%).

1. waitthe reaction left
2. temperatureto warm to room temperature over 72 hours
3. temperatureThe mixture was then cooled to 0° C.
4. extractionthe reaction mixture extracted into ethyl acetate (3×250 ml)
5. dry with materialThe combined organics were dried (brine, MgSO4)
6. concentrationconcentrated under reduced pressure
7. customto afford the product as a crude orange solid which
8. customwas purified on silica eluting with 35% ethyl acetate/iso-hexane