تفاعل #436184

معادلة التفاعل

water

potassium t-butoxide

iodomethane

ethyl 3-butyl-1H-indole-5-carboxylate

→

title compound

المردود 46.3%

Ethyl 3-butyl-1-methyl-1H-indole-5-carboxylate

المردود 46.3%

المذيبات

methylsulfoxide

ظروف التفاعل

المعالجة

1. 1
   استخلاصThe solution was extracted with ethyl acetate
2. 2
   غسيلthe organic extracts washed three times with brine
3. 3
   تجفيفdried over anhydrous sodium sulfate
4. 4
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

To a mixture of ethyl 3-butyl-1H-indole-5-carboxylate (0.6 g) in methylsulfoxide (10 mL) was added potassium t-butoxide (0.29 g) and iodomethane (2.0 mL). The mixture was stirred at 50° C. for 18H, at which time the mixture was pored into water (50 mL). The solution was extracted with ethyl acetate and the organic extracts washed three times with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Column chromatography on silica gel (100 mL) using 5% ethyl acetate in hexanes as eluent to give 0.294 g of the title compound: 1H NMR (CDCl3) δ 0.953, 1.44, 1.69, 2.77, 3.76, 4.40, 6.87, 7.26, 7.91, 8.35.

المصدر