反应 #5180

反应方程式

sodium bicarbonate

sodium bicarbonate

methyl iodide

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

→

title compound

收率 27.9%

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

收率 27.9%

溶剂

dimethylformamide

反应条件

后处理

1. 1
   萃取extracted with ethyl acetate
2. 2
   洗涤The extract was washed with an aqueous solution of sodium chloride
3. 3
   干燥dried over anhydrous magnesium sulfate
4. 4
   其他The solvent was removed by distillation under reduced pressure
5. 5
   其他The residue was purified by column chromatography over silica gel (
6. 6
   洗涤eluted with a 1:2 by volume mixture of ethyl acetate and benzene),

实验过程

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.

来源