반응 #1966

반응 방정식

3,4,5,6-tetrafluoro-2-picoline

LDA

LDA

hexane

ethyl iodide

→

title compound

2-Propyl-3,4,5,6-tetrafluoropyridine

용매

brine

THF

THF

반응 조건

후처리

1. 1
   workup.STIRRINGAfter the reaction mixture is stirred at -60° C. for 0.5 hours
2. 2
   기타is allowed to slowly (1.5 hours)
3. 3
   온도warm to -30° C
4. 4
   추출the aqueous mixture is extracted with methylene chloride
5. 5
   추출The organic extract
6. 6
   건조is dried over anhydrous sodium sulfate
7. 7
   여과filtered
8. 8
   농축concentrated in vacuo
9. 9
   workup.DISTILLATIONThe residue is distilled

실험 절차

A 1.5M solution of LDA in hexane (100 mL, 150 mmol) is cooled to -60° C. in an isopropyl alcohol/dry ice bath. To the stirred LDA solution, under nitrogen, is added, dropwise over a 0.5 hours period, a solution of 22.617 g (137 mmol) of 3,4,5,6-tetrafluoro-2-picoline, the product of Step 1, in 80 mL of dry THF. The reaction mixture is stirred for 0.5 hours at -60° C. and then a solution of 10.95 mL (137 mmol) of ethyl iodide in 30 mL of dry THF is added, dropwise over a 20 minute period. After the reaction mixture is stirred at -60° C. for 0.5 hours, the cooling bath is allowed to slowly (1.5 hours) warm to -30° C. The reaction mixture is poured into cold brine and the aqueous mixture is extracted with methylene chloride. The organic extract is dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue is distilled to afford the title compound.

출처