反应详情

To a cooled (−78° C.) solution of LDA (2M, 15 g, 39 mmol) in anhydrous THF (50 mL) was added drop-wise a solution of ethyl trifluoroacetate (2.5 g, 18 mmol) and acetonitrile (1.4 g, 35 mmol) in 15 ml THF. The reaction was kept at −78° C. for 45 min, warmed up to room temperature over 1 hour period and quenched with ice water. The reaction was concentrated under vacuum, the residue extracted with ethyl ether, the pH brought to 1 with concentrated HCl, extracted with dichloromethane. The aqueous solution was extracted with ethyl ether, the combined organic layers dried over anhydrous sodium sulfate, and the solvent was removed under vacuum to afford 1.4 g of 4,4,4-trifluoro-3-oxobutanenitrile as a yellow oil, which was used as such in the next step.

1. customquenched with ice water
2. concentrationThe reaction was concentrated under vacuum
3. extractionthe residue extracted with ethyl ether
4. extractionextracted with dichloromethane
5. extractionThe aqueous solution was extracted with ethyl ether
6. dry with materialthe combined organic layers dried over anhydrous sodium sulfate
7. customthe solvent was removed under vacuum