تفاعل #7970

معادلة التفاعل

NH4Cl

5-methoxy-1H-indene

MeLi

iodopropane

→

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

المردود 108.3%

المذيبات

Et2O

Et2O

Et2O

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONadded dropwise over 10 minutes
2. 2
   درجة الحرارةcooled in an ice bath
3. 3
   workup.STIRRINGThe mixture was stirred at ice bath temperature
4. 4
   درجة الحرارةwith gradual warming to room temperature
5. 5
   workup.STIRRINGAfter stirring at room temperature overnight
6. 6
   workup.STIRRINGshaken
7. 7
   غسيلThe organic phase was washed with brine
8. 8
   تجفيفdried over MgSO4
9. 9
   ترشيحfiltered
10. 10
    أخرىevaporated under vacuum

الإجراء التجريبي

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.

المصدر