반응 #47207

반응 방정식

ethyl trifluoroacetate

acetonitrile

LDA

→

4,4,4-trifluoro-3-oxobutanenitrile

수율 56.7%

용매

THF

THF

반응 조건

후처리

1. 1
   기타quenched with ice water
2. 2
   농축The reaction was concentrated under vacuum
3. 3
   추출the residue extracted with ethyl ether
4. 4
   추출extracted with dichloromethane
5. 5
   추출The aqueous solution was extracted with ethyl ether
6. 6
   건조the combined organic layers dried over anhydrous sodium sulfate
7. 7
   기타the solvent was removed under vacuum

실험 절차

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.

출처