반응 #1005938

반응 방정식

1-(4-chloro-phenyl)-3-((Z)-3-tributylstannanyl-but-2-enyloxy)-1H-pyrazole

iodine

→

1-(4-chlorophenyl)-3-[(Z)-3-iodobut-2-enoxy]pyrazole

용매

methylene chloride

반응 조건

후처리

1. 1
   기타After removal of the solvents in vacuo the crude product
2. 2
   workup.DISSOLUTIONwas dissolved in 200 ml MTBE
3. 3
   workup.ADDITION100 ml 20% aqueous potassium fluoride solution have been added
4. 4
   workup.STIRRINGthe mixture was stirred for 2 h at ambient temperature
5. 5
   기타The aqueous layer was separated
6. 6
   추출extracted with 20 ml methyl-tert.-butyl ether twice
7. 7
   세척The combined organic phases have been washed twice with 20 ml of water each,
8. 8
   건조dried with sodium sulfate
9. 9
   기타the solvents were removed in vacuo
10. 10
    기타The crude product (7.2 g) has been purified by chromatography on 50 g silica with methyl-tert.-butylether/hexane (1:20)

실험 절차

To 10.0 g (18.6 mmol) 1-(4-chloro-phenyl)-3-((Z)-3-tributylstannanyl-but-2-enyloxy)-1H-pyrazole in 100 ml methylene chloride have been added 4.7 g (18.6 mmol) iodine at ambient temperature with stirring which was continued for 3 h. After removal of the solvents in vacuo the crude product was dissolved in 200 ml MTBE. 100 ml 20% aqueous potassium fluoride solution have been added and the mixture was stirred for 2 h at ambient temperature. The aqueous layer was separated and extracted with 20 ml methyl-tert.-butyl ether twice. The combined organic phases have been washed twice with 20 ml of water each, dried with sodium sulfate, and the solvents were removed in vacuo. The crude product (7.2 g) has been purified by chromatography on 50 g silica with methyl-tert.-butylether/hexane (1:20). Yield 5.9 g, melting point 75-77° C.

출처