Реакция #1177697

Уравнение реакции

water

Imidazole

1-benzyl-3-hydroxymethylpyrrolidine

t-butyldimethylsilyl chloride

→

1-benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine

Выход 86.7%

Растворители

dimethylformamide

Условия реакции

Обработка

1. 1
   Температураcooling
2. 2
   Экстракцияextracted twice with ethyl acetate (200 ml and 100 ml)
3. 3
   Сушкаdried over magnesium sulfate
4. 4
   Другоеevaporated under reduced pressure
5. 5
   Другоеto give a syrup
6. 6
   Промывкаeluted with a mixture of methanol and dichloromethane (5:95 V/V)

Методика

Imidazole (30.0 g) was added to a solution of 1-benzyl-3-hydroxymethylpyrrolidine (43.45 g) and t-butyldimethylsilyl chloride (48.5 g) in dimethylformamide(150 ml) under ice-cooling. The mixture was stirred at the same temperature for 2 hours and at ambient temperature for 15 hours. The mixture was poured into water (600 ml), extracted twice with ethyl acetate (200 ml and 100 ml), dried over magnesium sulfate and evaporated under reduced pressure to give a syrup. The syrup was subjected to a column chromatography on silica gel (500 g) and eluted with a mixture of methanol and dichloromethane (5:95 V/V) to give 1-benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine (60.15 g).

Источник