تفاعل #51136

معادلة التفاعل

Mesylate

methyl 4-{3-[(methylsulfonyl)oxy]propyl}bicyclo-[2.2.2]octane-1-carboxylate

sodium ethanethiolate

→

methyl 4-[3-(ethylthio)propyl]bicyclo[2.2.2]octane-1-carboxylate

المذيبات

ethyl acetate

DMF

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed twice with 1N aqueous HCl
2. 2
   تجفيفThe organic layer was dried over anhydrous sodium sulfate
3. 3
   أخرىevaporated

الإجراء التجريبي

Mesylate 11-5 (3.30 g, 10.9 mmol) was dissolved in DMF (20 mL) and treated with sodium ethanethiolate (1.82 g, 21.7 mmol). The solution was stirred at 45° C. for 3 h, then the mixture was diluted with 100 mL of ethyl acetate and washed twice with 1N aqueous HCl, then with saturated aqueous sodium bicarbonate, and brine. The organic layer was dried over anhydrous sodium sulfate and evaporated to afford methyl 4-[3-(ethylthio)propyl]bicyclo[2.2.2]octane-1-carboxylate (11-6) as a crude oil which was used without purification in the next step.

المصدر