反応 #5180

反応方程式

sodium bicarbonate

sodium bicarbonate

methyl iodide

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

→

title compound

収率 27.9%

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

収率 27.9%

溶媒

dimethylformamide

反応条件

後処理

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

実験手順

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.

出典