반응 #792137

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ethanone

1-[2-chloro-4-(4-chloro-phenoxy)-phenyl]-2-[1,2,4]triazol-1-ylethanone

n-propylmagnesium chloride

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product

수율 36.0%

2-[2-chloro-4-(4-chloro-phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-pentan-2-ol

수율 36.0%

용매

dichloromethane

THF

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후처리

1. 1
   온도This mixture was then cooled to about 0° C.
2. 2
   workup.STIRRINGAfter stirring for about two hours
3. 3
   온도to warm to room temperature
4. 4
   기타was then quenched by addition of a saturated ammonium chloride solution
5. 5
   추출The organic components were extracted three times with DCM
6. 6
   세척washed again with saturated ammonium chloride solution
7. 7
   기타dried
8. 8
   기타the solvents evaporated
9. 9
   workup.ADDITIONAddition of diisopropyl ether
10. 10
    기타resulted in precipitation of the
11. 11
    여과was filtered off
12. 12
    기타The filtrate was then purified

실험 절차

MgBr diethyl etherate (10.5 g, 40.2 mmol) was added to a solution of the above-mentioned ethanone (6.0 g, 16.8 mmol) in dichloromethane (DCM, 65 ml) and the mixture stirred at room temperature for about 90 min. This mixture was then cooled to about 0° C. and n-propylmagnesium chloride (22.8 ml of a 2 M solution in THF, 45.6 mmol) was added dropwise. After stirring for about two hours, the mixture was allowed to warm to room temperature and was then quenched by addition of a saturated ammonium chloride solution. The organic components were extracted three times with DCM, the organic phases combined, washed again with saturated ammonium chloride solution, dried and the solvents evaporated. Addition of diisopropyl ether resulted in precipitation of the unreacted starting material, which was filtered off. The filtrate was then purified using reverse phase chromatography, to give the product as a light brown colored solid (2.5 g, 36%, HPLC2 Rt=1.26 min, masse=392).

출처