反応 #792137

反応方程式

ethanone

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

n-propylmagnesium chloride

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product

収率 36.0%

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

収率 36.0%

溶媒

dichloromethane

THF

反応条件

後処理

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
   その他was then quenched by addition of a saturated ammonium chloride solution
5. 5
   抽出The organic components were extracted three times with DCM
6. 6
   洗浄washed again with saturated ammonium chloride solution
7. 7
   その他dried
8. 8
   その他the solvents evaporated
9. 9
   workup.ADDITIONAddition of diisopropyl ether
10. 10
    その他resulted in precipitation of the
11. 11
    ろ過was filtered off
12. 12
    その他The filtrate was then purified

実験手順

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).

出典