반응 #2340591

반응 방정식

bromopentafluorobenzene

n-butyllithium

hexane

2-ethylpyrazolo[1,5-a]pyridine

→

title compound

수율 89.6%

7-Bromo-2-ethylpyrazolo[1,5-a]pyridine

수율 89.6%

용매

water

tetrahydrofuran

water

Ethyl acetate

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction mixture was stirred for 2 hours at below −70° C.
2. 2
   추출extraction
3. 3
   추출The organic extract
4. 4
   세척was washed twice with 5% brine (50 mL)
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   기타the solvent was evaporated under reduced pressure

실험 절차

A solution of 2-ethylpyrazolo[1,5-a]pyridine (5.0 g, 34.2 mmol) in tetrahydrofuran (50 mL) was cooled to below −70° C. under a nitrogen stream, and then a solution of n-butyllithium in hexane (32.5 mL, 1.58M solution, 51.4 mmol) was added dropwise at below −60° C. After stirring for 1 hour, bromopentafluorobenzene (9.3 g, 37.7 mmol) was added dropwise to the reaction mixture at below −60° C. The reaction mixture was stirred for 2 hours at below −70° C., and then water (50 mL) was added to the reaction mixture and the temperature was raised to room temperature. Ethyl acetate (50 mL) and water (50 mL) were added thereto, and extraction was performed with ethyl acetate. The organic extract was washed twice with 5% brine (50 mL) and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to afford 6.9 g of the title compound.

출처