반응 #357961

반응 방정식

1-Hexyne

n-BuLi

CF3CO2Et

BF3 OEt2

hydrazine

→

title compound

5-Butyl-3-trifluoromethyl-1H-pyrazole

용매

THF

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction was further stirred at −78° C. for 2 h
2. 2
   기타was quenched with satd
3. 3
   온도It was then warmed up to the room temperature
4. 4
   기타The THF was removed
5. 5
   세척washed with saturated brine solution
6. 6
   건조dried over Na2SO4
7. 7
   workup.DISSOLUTIONThe crude product was then dissolved in benzene (25 mL)
8. 8
   온도The reaction mixture was refluxed overnight
9. 9
   온도cooled
10. 10
    기타the solvent evaporated
11. 11
    세척washed with brine
12. 12
    건조dried over Na2SO4
13. 13
    농축concentrated

실험 절차

To a solution of 1-Hexyne (3.37 mL, 29.4 mmol) in THF (30 mL) was added n-BuLi (2.78 M, 10.2 mL, 29.4 mmol). The solution was stirred at −78° C. for 30 minutes then CF3CO2Et (3.5 mL, 29.35 mL) and BF3—OEt2 were added successively. The reaction was further stirred at −78° C. for 2 h and was quenched with satd. NH4Cl. It was then warmed up to the room temperature. The THF was removed, the residue taken into ether, washed with saturated brine solution, dried over Na2SO4 and reduced. The crude product was then dissolved in benzene (25 mL) and hydrazine (29.4 mmol) was added. The reaction mixture was refluxed overnight, then cooled, the solvent evaporated, and the residue taken into CH2Cl2 (30 mL), washed with brine, dried over Na2SO4 and concentrated to give the title compound as colorless oil.

출처