반응 #5180

반응 방정식

sodium bicarbonate

sodium bicarbonate

methyl iodide

(2S, 4S)-4-(4-methoxybenzylthio)-2-methoxycarbonylpyrrolidine

→

title compound

수율 27.9%

(2S, 4S)-4-(4-Methoxybenzylthio)-2-methoxycarbonyl-1-methylpyrrolidine

수율 27.9%

용매

dimethylformamide

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   세척The extract was washed with an aqueous solution of sodium chloride
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   기타The solvent was removed by distillation under reduced pressure
5. 5
   기타The residue was purified by column chromatography over silica gel (
6. 6
   세척eluted with a 1:2 by volume mixture of ethyl acetate and benzene),

실험 절차

1.18 g of sodium bicarbonate and 0.876 ml of methyl iodide were added, whilst ice-cooling, to a solution of 3.3 g of (2S, 4S)-4-(4-methoxybenzylthio)-2-methoxycarbonylpyrrolidine [prepared as described in step (9) above] dissolved in 30 ml of dry dimethylformamide, and the mixture was stirred at room temperature for 5 hours. At the end of this time, the reaction mixture was poured into a saturated aqueous solution of sodium bicarbonate and extracted with ethyl acetate. The extract was washed with an aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography over silica gel (eluted with a 1:2 by volume mixture of ethyl acetate and benzene), to afford 968 mg of the title compound as an oil.

출처