반응 #435008

반응 방정식

water

n-butyllithium

2-ethylpyrazolo[1,5-a]pyridine

1,2-dibromo-1,1,2,2-tetrachloroethane

→

title compound

수율 73.1%

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

수율 73.1%

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued for 30 minutes
3. 3
   추출to the reaction mixture, extraction
4. 4
   추출the organic extract
5. 5
   세척was washed with water and brine
6. 6
   추출The obtained organic extract
7. 7
   건조was dried over anhydrous magnesium sulfate
8. 8
   여과filtered
9. 9
   기타the solvent was evaporated under reduced pressure
10. 10
    기타the residue was purified by silica gel column chromatography

실험 절차

To a solution of 2-ethylpyrazolo[1,5-a]pyridine (80 mg) dissolved in tetrahydrofuran (1 mL) was added n-butyllithium (1.6M hexane solution: 0.58 mL) dropwise at −78° C. under a nitrogen stream, and the reaction mixture was further stirred for 30 minutes at the same temperature. A solution of 1,2-dibromo-1,1,2,2-tetrachloroethane (196 mg) in tetrahydrofuran (0.5 mL) was added dropwise to the reaction mixture, and stirring was continued for 30 minutes. After raising the temperature to room temperature and adding water to the reaction mixture, extraction was performed with ethyl acetate and the organic extract was washed with water and brine. The obtained organic extract was dried over anhydrous magnesium sulfate and filtered, the solvent was evaporated under reduced pressure, the residue was purified by silica gel column chromatography and the title compound (90 mg) was obtained as a light brown oil from the n-hexane:ethyl acetate (20:1) fraction.

출처