反应详情

温度

-75 °C

A suspension of [[1-(2-fluoro-phenyl)-1-trifluoromethyl-but-3-enyl]-carbamic acid tert-butyl ester (9.27 g, 27.8 mmol) and NaHCO3 (3.50 g, 41.7 mmol) in 168 ml DCM and 56 ml MeOH was cooled to −75° C. A mixture of O3 in oxygen gas was introduced till the blue color persisted. The excess ozone was removed by bubbling through oxygen gas for 10 minutes. Solid NaBH4 (2.10 g, 55.6 mmol) was added in two portions. The mixture was stirred 10 min at −75° C. and then allowed to warm to 0° C. After 30 minutes, the mixture was poured onto ice-cold 1N HCl and extracted with TBME. The organic phase is washed with 1N HCl, brine, dried with MgSO4.H2O and evaporated. Crystallization from hexane provided 7.83 g of the title compound as white crystals.

1. additionwas introduced till the blue color
2. customThe excess ozone was removed
3. customby bubbling through oxygen gas for 10 minutes
4. temperatureto warm to 0° C
5. waitAfter 30 minutes
6. additionthe mixture was poured onto ice-cold 1N HCl
7. extractionextracted with TBME
8. washThe organic phase is washed with 1N HCl, brine
9. dry with materialdried with MgSO4.H2O
10. customevaporated
11. customCrystallization from hexane