反应 #792137

反应方程式

ethanone

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

n-propylmagnesium chloride

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product

收率 36.0%

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

收率 36.0%

溶剂

dichloromethane

THF

反应条件

后处理

1. 1
   温度This mixture was then cooled to about 0° C.
2. 2
   workup.STIRRINGAfter stirring for about two hours
3. 3
   温度to warm to room temperature
4. 4
   其他was then quenched by addition of a saturated ammonium chloride solution
5. 5
   萃取The organic components were extracted three times with DCM
6. 6
   洗涤washed again with saturated ammonium chloride solution
7. 7
   其他dried
8. 8
   其他the solvents evaporated
9. 9
   workup.ADDITIONAddition of diisopropyl ether
10. 10
    其他resulted in precipitation of the
11. 11
    过滤was filtered off
12. 12
    其他The filtrate was then purified

实验过程

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).

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