反应 #5210

反应方程式

sodium chloride

2-iodoethanol

sodium bicarbonate

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

→

title compound

(2S, 4S)-1-(2-hydroxyethyl)-4-(4-methoxybenzylthio)-2-methylcarbamoylpyrrolidin

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 then removed by distillation under reduced pressure
5. 5
   其他the residue was purified by column chromatography through silica gel (
6. 6
   洗涤eluted with a 15:1 by volume mixture of ethyl acetate and methanol),

实验过程

934 μl of 2-iodoethanol and 1.01 g of sodium bicarbonate were added, whilst ice-cooling, to a solution of 2.80 g of (2S, 4S)-4-(4-methoxybenzylthio)-2-methylcarbamoylpyrrolidine dissolved in 18 ml of dry dimethylformamide, and the mixture was stirred at 40° C. for 24 hours. At the end of this time, the reaction mixture was poured into an aqueous solution of sodium chloride 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 then removed by distillation under reduced pressure, and the residue was purified by column chromatography through silica gel (eluted with a 15:1 by volume mixture of ethyl acetate and methanol), to afford 2.22 g of the title compound as colorless crystals, melting at 88°-89.5° C.

来源