反应 #1365697

反应方程式

Ascorbic acid

cesium carbonate

benzyl bromide

→

3-O-benzyl ascorbic acid

收率 48.0%

溶剂

dimethylsulfoxide

dichloromethane

反应条件

后处理

1. 1
   温度The reaction mixture was cooled down to the room temperature
2. 2
   其他to produce a solid
3. 3
   过滤After filtration
4. 4
   浓缩the filtrate was concentrated under reduced pressure
5. 5
   其他purified by column chromatography on silica gel

实验过程

Ascorbic acid (10 g, 56.8 mmol) was dissolved in 60 ml of dimethylsulfoxide, followed by addition of cesium carbonate (9.25 g, 28.4 mmol). After 20 minutes, benzyl bromide (6.75 ml, 56.8 mmol) was added to the reaction mixture and heated to 50° C. for 18 hours. The reaction mixture was cooled down to the room temperature and diluted with 150 ml of dichloromethane to produce a solid. After filtration, the filtrate was concentrated under reduced pressure and purified by column chromatography on silica gel to give 7.2 g of the 3-O-benzyl ascorbic acid (yield 48%).

来源