تفاعل #792137

معادلة التفاعل

ethanone

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

n-propylmagnesium chloride

→

product

المردود 36.0%

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

المردود 36.0%

المذيبات

dichloromethane

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThis mixture was then cooled to about 0° C.
2. 2
   workup.STIRRINGAfter stirring for about two hours
3. 3
   درجة الحرارةto warm to room temperature
4. 4
   أخرىwas then quenched by addition of a saturated ammonium chloride solution
5. 5
   استخلاصThe organic components were extracted three times with DCM
6. 6
   غسيلwashed again with saturated ammonium chloride solution
7. 7
   أخرىdried
8. 8
   أخرىthe solvents evaporated
9. 9
   workup.ADDITIONAddition of diisopropyl ether
10. 10
    أخرىresulted in precipitation of the
11. 11
    ترشيحwas filtered off
12. 12
    أخرىThe filtrate was then purified

الإجراء التجريبي

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).

المصدر