반응 #7970

반응 방정식

NH4Cl

5-methoxy-1H-indene

MeLi

iodopropane

→

5-methoxy-1-propyl-1H-indene

수율 108.3%

용매

Et2O

Et2O

Et2O

반응 조건

후처리

1. 1
   workup.ADDITIONadded dropwise over 10 minutes
2. 2
   온도cooled in an ice bath
3. 3
   workup.STIRRINGThe mixture was stirred at ice bath temperature
4. 4
   온도with gradual warming to room temperature
5. 5
   workup.STIRRINGAfter stirring at room temperature overnight
6. 6
   workup.STIRRINGshaken
7. 7
   세척The organic phase was washed with brine
8. 8
   건조dried over MgSO4
9. 9
   여과filtered
10. 10
    기타evaporated under vacuum

실험 절차

A solution of 5-methoxy-1H-indene (0.895 g, 6.12 mmol) in anhydrous Et2O (7.5 mL) was treated with 1.4M MeLi in Et2O (4.7 mL, 6.58 mmol) added dropwise over 10 minutes. The resulting hazy solution was stirred at room temperature an additional 15 minutes, then cooled in an ice bath and treated with iodopropane (1.00 mL, 10.3 mmol). The mixture was stirred at ice bath temperature with gradual warming to room temperature. After stirring at room temperature overnight, the mixture was treated with saturated aq. NH4Cl (10 mL) and Et2O (15 mL) and shaken. The organic phase was washed with brine, dried over MgSO4, filtered, and evaporated under vacuum to afford a mixture (1.248 g) of 5-methoxy-1-propyl-1H-indene and 6-methoxy-1-propyl-1H-indene as an oil.

출처