반응 #435040

반응 방정식

N-Chlorosuccinimide

2-ethylpyrazolo[1,5-a]pyridine

sodium iodide

→

title compound

수율 99.1%

2-Ethyl-3-iodopyrazolo[1,5-a]pyridine

수율 99.1%

용매

water

ethyl acetate

ethyl acetate

ethyl acetate

water

반응 조건

후처리

1. 1
   온도while cooling with ice
2. 2
   workup.ADDITIONwere added to the reaction mixture and extraction
3. 3
   추출The organic extract
4. 4
   세척was washed twice with 10% aqueous sodium thiosulfate
5. 5
   농축concentrated
6. 6
   workup.ADDITIONHexane was added to the residue
7. 7
   온도the mixture was heated to dissolution
8. 8
   여과the resulting solution was filtered
9. 9
   기타to remove insoluble residue
10. 10
    세척After then washing the hexane solution with water
11. 11
    농축the hexane layer was concentrated
12. 12
    workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
13. 13
    기타the solvent was evaporated

실험 절차

N-Chlorosuccinimide (411 g, 3.08 mol) was gradually added to a mixture of 2-ethylpyrazolo[1,5-a]pyridine (360 g, 2.46 mol), ethyl acetate (3600 mL), water (1800 mL) and sodium iodide (480 g, 3.20 mol, 1.3 equivalents) over a period of 30 minutes while cooling with ice, and then the reaction mixture was stirred for 2 hours and 20 minutes at room temperature. After the reaction, water and ethyl acetate were added to the reaction mixture and extraction was performed with ethyl acetate. The organic extract was washed twice with 10% aqueous sodium thiosulfate, and then concentrated. Hexane was added to the residue, the mixture was heated to dissolution and the resulting solution was filtered to remove insoluble residue. After then washing the hexane solution with water, the hexane layer was concentrated, the residue was dissolved in ethyl acetate and the solvent was evaporated to afford 663 g of the title compound (98.9% yield).

출처